ライフサイエンスコーパス: guanidino

1 r unit, established by the incorporation of [guanidino-(13)C,alpha-(15)N]-guanidinoacetic acid into N

2 the conversion of L-arginine to 4, (2S,3R)-[guanidino-(13)C]capreomycidine (32) was prepared from ox

3 [guanidino-(13)C]Streptolidine (10) was prepared by modif

4 intravenous tracer infusion studies with L-[guanidino-(15)N(2)]arginine and L-[(13)C]leucine during

5 primed, constant, intravenous infusion of L-[guanidino-15N2]arginine and [13C]urea.

6 , constant intravenous tracer infusion of L-[guanidino-15N2]arginine, L-[1-13C]leucine, and [13C]urea

7 eta-methoxy-L-tyrosine, (2R,3R,4S)-4-amino-7-guanidino-2,3-dihydroxyheptanoic acid, and (2R,3R,4R)-3-

8 4-Guanidino-2,4-dideoxy-2,3-dehydro-N-acetylneuraminic aci

9 ne catalyzed by MilM ultimately yields the 5-guanidino-2,4-dihydroxyvalerate side chain of mildiomyci

10 quent synthesis of the analogue bearing a 17-guanidino-3-(R)-hydroxyheptadecanoyl (GHHD) side chain p

11 d structure of circulocin gamma bearing a 19-guanidino-3-hydroxynonadecanoyl (GHND) side chain has be

12 ri-O-acetyl-beta-D-erythro-pentofuranosyl)-5-guanidino-4-nitroim idazole (6).

13 O-acetyl-1-(beta-D-erythro-pentafuranosyl)-5-guanidino-4-nitroimidazol e, and, unlike other peroxynit

14 ionally, 1-(beta-D-erythro-pentofuranosyl)-5-guanidino-4-nitroimidazole (6a) was synthesized by an in

15 5-Guanidino-4-nitroimidazole (NI), derived from guanine ox

16 ts in the formation of the nitro products, 5-guanidino-4-nitroimidazole and 8-nitroguanine adducts.

17 nd demonstrate that 2-aminoimidazolone and 5-guanidino-4-nitroimidazole are potent sources of mutatio

18 ut containing either 2-aminoimidazolone or 5-guanidino-4-nitroimidazole at a specific site, were liga

19 ses suggest that this nitration product is 5-guanidino-4-nitroimidazole diphosphate (NIm-DP), a degra

20 5-Guanidino-4-nitroimidazole formation in peroxynitrite-tr

21 The yield of 5-guanidino-4-nitroimidazole formed in single-stranded DNA

22 The G to A mutation elicited by 5-guanidino-4-nitroimidazole implicates this lesion as a n

23 e data suggest that 2-aminoimidazolone and 5-guanidino-4-nitroimidazole in DNA are substrates for one

24 of 2-aminoimidazolone; however, bypass of 5-guanidino-4-nitroimidazole increased nearly 10-fold.

25 n fidelity experiments further showed that 5-guanidino-4-nitroimidazole may cause G-->T and G-->C tra

26 esults suggest that nuclear DNA containing 5-guanidino-4-nitroimidazole may not be quickly repaired b

27 a synthetic oligonucleotide containing the 5-guanidino-4-nitroimidazole modification was only partial

28 The oligonucleotides containing the 5-guanidino-4-nitroimidazole modification were purified by

29 In contrast, 5-guanidino-4-nitroimidazole was a strong block to replica

30 With calf thymus DNA, 5-guanidino-4-nitroimidazole was dose-dependently formed a

31 at ambient temperature, the modified base 5-guanidino-4-nitroimidazole was generated along with seve

32 In contrast, 5-guanidino-4-nitroimidazole, a product of the oxidation o

33 formation of the guanine-derived product, 5-guanidino-4-nitroimidazole, in synthetic oligonucleotide

34 Furthermore, we report that one lesion, 5-guanidino-4-nitroimidazole, is a substrate for multiple

35 genic properties of 2-aminoimidazolone and 5-guanidino-4-nitroimidazole, two products of peroxynitrit

36 the site-specific 2-aminoimidazolone- and 5-guanidino-4-nitroimidazole-containing genomes, and analy

37 ]citrulline (nitric oxide synthesis), L-[13C-guanidino 5,5, 2H2]arginine (M+3 arg) (arginine synthesi

38 ed guanidinium-containing oxoanion binder, 1-guanidino-8-amino-2,7-diazacarbazole (GADAC).

39 as a scaffold for substituents (carboxylate, guanidino, acetamido, alkyl) that would interact with th

40 n the serum and urine, with normal levels of guanidino acetic acid.

41 Protected alpha-guanidino acids coupled to cyclohexylamine and trans-1,4

42 lute configurations of the constituent amino/guanidino acids were determined by chemical degradation

43 affinity in recognition, N,N'-bis(Boc)-alpha-guanidino acids were synthesized from alpha-amino acid m

44 series of anthrathiophenediones (ATPDs) with guanidino-alkyl side chains of different length (compoun

45 , including para-substituted sulfonamide and guanidino analogs as well as a pentafluoro-containing sp

46 reasing the intestinal permeability of polar guanidino analogues via targeting hPEPT1 for transport a

47 n the presence or absence of excess terminal guanidino analogues.

48 idine derivatives [para substituted 2- and 3-guanidino and 2- and 3-(2-aminoimidazolino)pyridines, di

49 Furthermore, peptides containing the para-guanidino and pentafluoro derivatives of phenylalanine w

50 Several 5-guanidino- and 5-amidino-based oseltamivir derivatives w

51 kg(-1) x hr(-1), respectively, for the [15N2 guanidino] and the [13C] arginine labels, which were not

52 med constant intravenous infusions of L-[13C-guanidino]arginine and L-[I-13C]leucine given for 4 h.

53 ts by using a 6-h constant infusion of [15N2-guanidino]arginine.

54 inal MnA-aqua ligand to the substrate Ndelta-guanidino atom forms the nucleophilic hydroxide on MnA a

55 ts, this represents the first application of guanidino-based bridging in AMP design.

56 of their biological properties, highlighting guanidino-based cyclic temporins as attractive agents an

57 thesized 6-carboxamido-, 6-hydrazido-, and 4-guanidino-benzimidazoles to target the opened pocket, in

58 hibitors trans-epoxysuccinyl-l-leucylamido-4-guanidino butane, leupeptin, pepstatin-A, chloroquine, a

59 epoxide trans-epoxysuccinyl-L-leucylamide-(4-guanidino)butane (E-64) against western corn rootworm gu

60 hibitor, trans-epoxysuccinyl-L-leucylamino(4-guanidino)butane (E-64) inhibited invasion by 75%.

61 st that l-transepoxy-succinyl-leucylamido-(4-guanidino)butane (E64) causes an accumulation of an inte

62 ibitor, l-transepoxy-succinyl-leucylamido-(4-guanidino)butane (E64).

63 ed with trans-epoxysuccinyl-L-leucylamido-(4-guanidino)butane (FP2E-64) formed a complex with hemoglo

64 nhibitor trans-epoxysuccinyl-l-leucylamido(4-guanidino)butane and a novel substrate mimetic peptide i

65 lues for trans-epoxysuccinyl-l-leucylamido(4-guanidino)butane and our new peptide inhibitor and the e

66 hibitor trans-epoxysuccinyl-l-leucylamido-(4-guanidino)butane but not by NH(4)Cl, which raises the en

67 al, and trans-epoxysuccinyl-L-leucylamido-(4-guanidino)butane were without effect.

68 tial reaction, the Cys attacks the substrate guanidino C zeta atom to form a tetrahedral covalent add

69 the MnA-bound hydroxide at the electrophilic guanidino C-atom forms a tetrahedral intermediate.

70 fatty acid, an increase in distance between guanidino carbon centered atoms of Arg126 and Arg106 was

71 (13)C NMR revealed a 1.9% enrichment of the guanidino carbon, confirming 4 as an advanced precursor

72 howed no significant (13)C enrichment at the guanidino carbon.

73 These data suggest that the hydrophilic guanidino cations aminoguanidine and guanidine penetrate

74 rsibly transfer a phosphoryl group between a guanidino compound and ADP.

75 The bis-guanidino compound H(2)C{hpp}(2) (I; hppH = 1,3,4,6,7,8-

76 without elevation of guanidinoacetic acid, a guanidino compound.

77 LTA also ADP-ribosylates simple guanidino compounds (e.g., arginine) and catalyzes its o

78 Because guanidino compounds can block dicarbonyl groups, we have

79 ocking protein ascorbylation with absorbable guanidino compounds is feasible and may represent a new

80 Phosphagens are phosphorylated guanidino compounds that are linked to energy state and

81 ally in hyperargininemia and the presence of guanidino compounds, while it is clinically notable for

82 A prodrug strategy was applied to guanidino-containing analogues to increase oral absorpti

83 rat RT6.2, catalyzed the ADP-ribosylation of guanidino-containing compounds (e.g. agmatine).

84 ly 4,4'-bis(imidazolinylamino)- and 4,4'-bis(guanidino)diphenylamine compounds, CD27 and CD25, respec

85 ine seems to arise from contacts between the guanidino end of the arginine and phosphates, with atoms

86 epsipeptide core attached to 3-hydroxy,omega-guanidino fatty acid chains differing in length by two m

87 d to the accumulation of desertomycin B, the guanidino form of the antibiotic.

88 le derivatives containing either an amino or guanidino function indicated that the guanidinium compou

89 mechanisms for polar compounds with terminal guanidino functional groups (R-NHC(NH)NH(2)) are not wel

90 at water binds less strongly to a protonated guanidino group (arginine containing peptides) than to a

91 ive energetically favorable model places the guanidino group 4 A from the sulfur atom of bound GSH.

92 x 10(4)-fold intramolecular cyclization of a guanidino group and aldehyde, releasing water.

93 Da mass reduction as a result of the loss of guanidino group and conversion to gamma-glutamyl semiald

94 a-N(G) and omega-N(G') nitrogen atoms of the guanidino group and is likely to be close to cluster N2

95 n DNA duplexes, steric hindrance between the guanidino group and its linked sugar causes NI to be non

96 Incorporation of the peripheral guanidino group and subsequent deprotection provided the

97 tially shorter methylene spacing between the guanidino group and the amino acid portion of the molecu

98 gree of "partial protonation" of the neutral guanidino group at higher temperatures, with greater loc

99 mino acid side chain at position 27, and the guanidino group at position 31 of SdhC are critical for

100 y at position 374 and an amino rather than a guanidino group at position 373.

101 In the other three monomers, the Arg-189 guanidino group bends over to form an H-bond with carbon

102 could not be achieved even though the added guanidino group binds to the negatively charged site as

103 the protonated guanidinium from the neutral guanidino group but suggest intramolecular "-N-H...N=" h

104 Substitution of the guanidino group in 1 by piperidine provided 3, which sho

105 have the unique bifurcating construct of the guanidino group in Arg and thus the active site of Arg55

106 activity and indicated the key role for its guanidino group in stabilizing the negative charges of a

107 A guanidino group incorporated into two unrelated NA inhib

108 In the ligand-free CyP the Arg55 guanidino group is highly disorganized and Asn102 is dis

109 nd a cation-pi interaction for which the Arg guanidino group is uniquely well suited.

110 ray structure of CXCR4 showed that the l-Arg guanidino group of 1 forms polar interactions with His(1

111 action between the tyrosine side chain and a guanidino group of a nearby arginine (beta406).

112 In one of the four monomers, the guanidino group of Arg-189 points toward the periplasmic

113 osition is fixed by a hydrogen bond with the guanidino group of Arg17.

114 the carboxyl group at position 325 with the guanidino group of Arg302.

115 a hydrogen bond between the amide N and the guanidino group of Arg55.

116 These studies suggest that the guanidino group of arginine at amino acid position 218 i

117 The unprotonated guanidino group of arginine can serve as a strong nucleo

118 attack either by the nonionized form of the guanidino group of arginine which forms an unstable Schi

119 eaction of two levuglandin moieties with the guanidino group of arginine.

120 PAD deiminates the guanidino group of carboxyl-terminal arginine residues o

121 A4-4 in conjugating 4-HNE with GSH-i.e., the guanidino group of R15 is available in the active site o

122 nd GSH, R69 also interacts with R15, and the guanidino group of R15 points away from the active site,

123 n its indole ring and the positively charged guanidino group of R318.

124 th the side-chain amide group of N86 and the guanidino group of R70, and the carboxylate group of Asp

125 e group of Asp (at the +3 position) with the guanidino group of R83.

126 tion between the CO and a positively charged guanidino group on the arginine indicates that the polar

127 ydrophobic aliphatic group and a hydrophilic guanidino group on the aromatic inhibitors shows changes

128 formations on the DNA duplex level, with the guanidino group positioned in the DNA major and minor gr

129 at expected for a side-on interaction of the guanidino group protons with charged oxygen atoms of the

130 ng substrate binding, thereby permitting the guanidino group to form a bidentate H-bond with the C-4

131 -> M difference spectrum are attributable to guanidino group vibrations of R82, based on their shift

132 substrate, the covalent modification of the guanidino group was monitored with the Arg-specific reag

133 Arginine's side chain possesses a guanidino group which has unique biochemical properties,

134 ues bearing an additional positively charged guanidino group, introduced either as a side-chain penda

135 PaADI belongs to the guanidino group-modifying enzyme superfamily (GMSF), whi

136 One subfamily of guanidino group-modifying enzymes (GMEs) consists of the

137 lized via a linker with a positively charged guanidino group.

138 fication of protein-incorporated arginine by guanidino-group methylation also contributes to epigenet

139 ich is shared with human PAD1-PAD4 and other guanidino-group modifying enzymes.

140 ormethyl versus positively charged amino and guanidino groups along opposite faces of the elongated m

141 Guanidino groups and increasing positive charge on the s

142 cific electrostatic interactions of cationic guanidino groups and localize in subcytoplasmic organell

143 ear alkyl-alkynyl chains with terminal amino/guanidino groups improved allosteric effects at both hum

144 order parameters indicate that the arginine guanidino groups interacting with DNA bases are strongly

145 ethyl groups from S-adenosyl-L-methionine to guanidino groups of arginine residues in a variety of eu

146 The guanidino groups of GAA and GUN form two pairs of H-bond

147 phate, and (iii) the epsilon-amino and delta-guanidino groups of K486 and R482, respectively, contact

148 all GST structures published previously, the guanidino groups of R69 residues from both subunits stac

149 1H-NMR chemical shifts for the guanidino groups of two of the arginines (Arg57 and Arg4

150 hains (29, 59, and 132) are found with their guanidino groups pointing into the RA-binding pocket.

151 point in opposite directions, although their guanidino groups remain in contact.

152 active site, A new inhibitor containing two guanidino groups was synthesized in order to utilize bot

153 catalytically essential arginine side-chain guanidino groups were found to be remarkably rigid in th

154 exible ring-opened structure, with nitro and guanidino groups which possess multiple hydrogen bonding

155 ng from the interaction of protein amino and guanidino groups with carbonyl compounds.

156 nsitive to different modes of binding of the guanidino groups with charged oxygen atoms of the ligand

157 ctivity, indicating that interactions of the guanidino groups with lipids may not be critical for the

158 d to as the interaction of protein amino and guanidino groups with reducing sugars and carbonyl produ

159 acid analogues possessing cationic terminal guanidino groups.

160 ractions, probably involving carboxylate and guanidino groups.

161 in the wild-type protein was occupied by the guanidino head group of an Arg.

162 these, only five have been conserved in all guanidino kinase sequences published to date.

163 active site communication and more primitive guanidino kinases are monomers.

164 All known guanidino kinases contain a conserved cysteine residue t

165 uence homology of creatine kinases and other guanidino kinases from a variety of sources to identify

166 Mobilization of guanidino kinases may participate in the selective growt

167 egion, the signature sequence pattern of ATP:guanidino kinases, and an "actinin-type" actin binding d

168 may require an energy supply mediated by the guanidino kinases, creatine kinase and arginine kinase.

169 hich is present in all dimeric and octameric guanidino kinases.

170 osphoryl transfer enzymes called phosphagen (guanidino) kinases which play a central role in cellular

171 osphoryl transfer enzymes called phosphagen (guanidino) kinases.

172 hydroxide on MnA and the cationic NdeltaH2+-guanidino leaving group.

173 The in vivo efficacy of guanidino lipoglycopeptide EVG7 was evaluated in a S. au

174 viding insight into the enhanced activity of guanidino lipoglycopeptides against vancomycin-resistant

175 These findings position guanidino lipoglycopeptides as candidates for further de

176 Mechanistically, guanidino lipoglycopeptides engaged with bacterial cell

177 semisynthetic glycopeptide antibiotics, the guanidino lipoglycopeptides, which contain a positively

178 eutic (131)I via the linker N-succinimidyl 4-guanidino-methyl-3-iodobenzoate (SGMIB).

179 While guanidino-methylated arginines (MA) including asymmetric

180 While guanidino modifications have been studied in side-chain

181 imilar to members of a larger superfamily of guanidino-modifying enzymes, some of which have been sho

182 peptides, which contain a positively charged guanidino moiety bearing a variable lipid group.

183 Disubstitution of the guanidino moiety led to reduced kappa-selectivity.

184 benzyl or a substituted benzyl group to the guanidino moiety led, in general, to a retention of high

185 ng of cylindrospermopsin originates from the guanidino moiety of arginine, thus solving a long-standi

186 he C-terminal lysine, ions incorporating the guanidino moiety on the C-terminus can be distinguished

187 The R194 guanidino moiety participates in three H-bonds: two main

188 A from the Fe, closer than the corresponding guanidino N of L-Arg (4.05 A).

189 We reported previously that 4-guanidino-neu5Ac2en (4-GU-DANA) and related sialic acid-

190 s C, and at different times after transfer 4-guanidino-neu5Ac2en (4-GU-DANA) is added; this inhibitor

191 Lee/40 NA, were selected for resistance to 4-guanidino-Neu5Ac2en (4-GuDANA) by passaging the virus in

192 l administration of the sialic acid analog 4-guanidino-Neu5Ac2en (GG167), an inhibitor of influenza v

193 ing it resistant to the novel NA inhibitor 4-guanidino-Neu5Ac2en (GG167).

194 Zanamivir (4-guanidino-Neu5Ac2en [4-GU-DANA]) inhibits not only the n

195 tance to the neuraminidase (NA) inhibitor, 4-guanidino-Neu5Ac2en, of influenza viruses was studied by

196 ymes that modify proteins by methylating the guanidino nitrogen atoms of arginine residues to regulat

197 that either monomethylate or dimethylate the guanidino nitrogen atoms of arginine side chains.

198 were not modifications of the terminal omega-guanidino nitrogen atoms.

199 The creatine is located with the guanidino nitrogen cis to the methyl group positioned to

200 mated by the rate of conversion of the [15N] guanidino nitrogen of arginine to plasma [15N] ureido ci

201 strated that NOS-catalyzed NO arose from the guanidino nitrogen of L-Arg.

202 py to determine the position of the reactive guanidino nitrogen of substrate L-arginine relative to t

203 ing interactions between NO and the terminal guanidino nitrogen of the substrate, L-arginine.

204 two waters occupy the same positions as two guanidino nitrogens of Arg-369.

205 ich catalyzes the mono- and dimethylation of guanidino nitrogens of arginine residues in select prote

206 rically di-methylates the two-terminal omega-guanidino nitrogens of arginine residues on substrate pr

207 NADPH-dependent oxidation of one of the free guanidino nitrogens of L-Arg to form nitric oxide and L-

208 s have been linked to the positively charged guanidino or amidino functionalities.

209 s occupied by a chemical moiety other than a guanidino or an amidino group.

210 However, unlike previously described guanidino- or amidino-based inhibitors which have pK(a)

211 s replaced by basic Arg, Lys, p-amino-Phe, p-guanidino-Phe, or p-methylamino-Phe.

212 e small molecule scaffold for NPFF1,2-R, the guanidino-piperidines, and SAR studies resulting in the

213 her stability than PNA:DNA duplexes, and the guanidino PNAs are superior to amino PNAs.

214 he nature of cationic functional group, with guanidino PNAs being better than the amino PNAs in both

215 The live cell imaging of amino/guanidino PNAs demonstrated their ability to penetrate t

216 The Cl(in) values for all [14C]guanidino probes were significantly greater (P<0.05) fro

217 incorporation of homoarginine and 2-amino-(3-guanidino)propanoic acid resulted in a 14- and 50-fold i

218 eding a separate group of turkey poults beta-guanidino-propionic acid to specifically reduce CK react

219 After three successive assays, we isolated 2-guanidino-quinazoline (TLN468).

220 aisoleuine, O-desmethyldolaproine, and alpha-guanidino serine, three residues that have not previousl

221 mes suggests that precise positioning of the guanidino side chain is essential for optimal orientatio

222 pha-helix of the catalytic domain, where the guanidino side chain of R is part of a hydrogen-bonding

223 al-stage de-amidination of the corresponding guanidino-substituted natural product, but no enzyme for

224 The sialosides containing the 4-guanidino-substituted sialic acid represent a new class

225 stingly, sialosides containing 4-amino- or 4-guanidino-substituted sialic acid were effective inhibit

226 Introduction of N6-ethyl or N6-guanidino substitution, shown to favor A2BAR potency, fa

227 Bacterial PDI was influenced mainly by guanidino substitution, whereas viral PDI increased thro

228 ly reduce CK reaction velocity by decreasing guanidino substrate concentration.

229 th the non-nucleophilic eta1-nitrogen of the guanidino substrate.

230 the BBB transport mechanism(s) for terminal guanidino substrates using an in situ brain perfusion te

231 e (Cl(in)) was calculated for representative guanidino substrates, [14C]L-arginine, [14C]aminoguanidi

232 ity for L-arginine over agmatine and related guanidino substrates.

233 The D-galacto type N-hydroxy cyclic guanidino-sugar 21 was synthesized in six steps from ami

234 32 gave the D-galacto-type N-hydroxy cyclic guanidino-sugar 34.

235 the 6-deoxy-DL-galacto type N-hydroxy cyclic guanidino-sugars 49, 54, and 64-66 involve cyclization o

236 ental evidence for proton transfer in a poly(guanidino) system.

237 tamiphosphor, 3a), its monoethyl ester (3c), guanidino-tamiphosphor (4a), and its monoethyl ester (4c

238 he cycle, as a result of the presence of the guanidino-unusual amino acid L-allo-End, while the other

239 included, at 3': amino, aminomethyl, azido, guanidino, ureido; and at 5': uronamido, azidodeoxy.