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1 Fmoc-4-(1-chloroethyl)-phenylalanine (5) was synthesized
2 Fmoc-based solid-phase synthesis methodology was used to
3 Fmoc-D-Hyv(O-TBDMS) was used for the synthesis of the co
4 Fmoc-F(2)Pab was prepared by an improved synthesis and c
5 Fmoc-N-epsilon-(Hynic-Boc)-Lys is a highly versatile tec
6 Fmoc-O-(2-bromoisobutyryl)-serine tert-butyl ester (10)
7 Fmoc-protected amino acids were condensed into appropria
8 Fmoc-protected DOTAla suitable for solid phase peptide s
9 Fmoc-Trp(C2-BODIPY)-OH contains a BODIPY (4,4-difluoro-4
11 essed in a detailed thermodynamic study of a Fmoc-L-tryptophan (Fmoc-L-Trp) imprinted polymer, eluted
12 omers were measured by frontal analysis on a Fmoc-L-Trp imprinted polymer, using different organic mo
14 tected phospho-mannosides are coupled with a Fmoc protected threonine derivative, followed by the use
15 ical synthesis of the fluorogenic amino acid Fmoc-Trp(C2-BODIPY)-OH (3-4 d), the preparation of the l
16 ryptophan (Trp)-based fluorogenic amino acid Fmoc-Trp(C2-BODIPY)-OH and its incorporation into peptid
17 -fluorenylmethoxycarbonyl)-anthranilic acid (Fmoc-anthranilic acid) with an IC(50) value of approxima
19 onstituent Fmoc-protected nucleoamino acids (Fmoc-Ser(B)-OH, where B = thymine, cytosine, and uracil)
20 i.e., Fmoc-modified individual amino acids, Fmoc-modified di- and tripeptides, and Fmoc-modified tet
22 (Fmoc)-based solid-phase synthesis; N(alpha)-Fmoc-dl-hydroxy-dl-Lys(N(epsilon)-tert-butyloxycarbonyl)
23 thylamine with the acid chloride of N(alpha)-Fmoc-L-leucine provided a N(alpha)-Fmoc-N-(benzoyloxy)-L
26 ractical synthesis of the precursor N(alpha)-Fmoc-Thr(Ac(3)-alpha-D-GalNAc) allowed us to produce suf
27 We have used unresolved N alpha-Boc,N'alpha-Fmoc-aminoglycine, and N alpha-Boc,N'alpha-(CH3)Fmoc-ami
28 Herein, we report the synthesis of N-alpha-Fmoc-L-gamma-carboxyglutamic acid gamma,gamma'-tert-buty
29 in we report the facile synthesis of N-alpha-Fmoc-phospho(1-nitrophenylethyl-2-cyanoethyl)-L-serine 1
30 henylethyl-2-cyanoethyl)-L-serine 1, N-alpha-Fmoc-phospho(1-nitrophenylethyl-2-cyanoethyl)-L-threonin
31 hyl-2-cyanoethyl)-L-threonine 2, and N-alpha-Fmoc-phospho(1-nitrophenylethyl-2-cyanoethyl)-L-tyrosine
35 luorescent amino acids can be obtained in an Fmoc-protected form for convenient use as building block
36 probe are expanded with the synthesis of an Fmoc-protected amino acid derivative (5), which contains
37 mers of Fmoc-tryptophan (Fmoc-L,D-Trp) on an Fmoc-L-Trp-imprinted polymer were investigated over a wi
40 onglycosylated analog were prepared using an Fmoc (9-fluorenylmethoxycarbonyl) protected solid phase
41 peltin E (1, 5) were synthesized by using an Fmoc-based solid-phase strategy in 7 steps, in 20% and 2
42 The four peptides were synthesized using an Fmoc/t-Bu-based solid-phase strategy, purified by revers
43 were also inhibited by ACA, ONO-RS-082, and Fmoc-anthranilic acid, whereas the Na(+)/citrate transpo
47 r solid-phase synthesis bearing Fmoc/Boc and Fmoc/Alloc protecting groups expanding recently used Fmo
49 the unsaturated side chains of the Boc- and Fmoc-protected derivatives of enyne and diyne coupling p
50 into peptide chains by coupling N-(Cbz- and Fmoc-alpha-aminoacyl)benzotriazoles with amino acids, wh
52 lving iterative PyBOP-mediated couplings and Fmoc deprotections, is rapid (about 5 d), operationally
54 lete peptide coupling reactions in 6 min and Fmoc-removal reactions in 4 min under temperature-contro
57 iates derived from Fmoc-L-phenylalaninal and Fmoc-L-valinal, and a resin supported Horner-Wadsworth-E
58 tionalized with carboxylic acid, pyrene, and Fmoc-protected cysteine moieties via thiol-ene reactions
63 ffected to base-sensitive substrates such as Fmoc-protected alaninal, citral, 5-cholesten-3-one, urid
65 c acid (Hmp)/2-methylpiperidine (2-MP) based Fmoc chemistry procedure to prepare the C-terminal Hmp p
66 tives such as HOBt or Oxyma during the basic Fmoc-removal treatment were found to be very effective f
67 ing blocks for solid-phase synthesis bearing Fmoc/Boc and Fmoc/Alloc protecting groups expanding rece
68 ith common N-protecting groups, such as Boc, Fmoc, Cbz, and benzyl, as well as various OH protecting
70 y, Boc-(Fmoc)-aminoglycine amide 13 and Boc-(Fmoc)-aminoglycine methyl ester 14 were resolved using p
73 ere synthesized using Phe(p-NH(2)) and a Boc/Fmoc orthogonal protection strategy which allowed for la
75 of the purified isoxazolidinones followed by Fmoc protection affords enantiomerically pure Fmoc-beta(
78 scently labeled ADM analogues synthesized by Fmoc/t-Bu solid phase peptide synthesis were used to ana
79 A diverse set of (fluorenylmethoxy)carbonyl (Fmoc) protected amino alcohols was found to load rapidly
80 c-aminoglycine, and N alpha-Boc,N'alpha-(CH3)Fmoc-aminoglycine as templates for the introduction of b
84 s of this approach, a lysine-hynic conjugate Fmoc-N-epsilon-(Hynic-Boc)-Lys was synthesized for incor
88 ) are prepared as Fmoc-protected derivatives Fmoc-m-Abc(2K(Boc))-OH (1a) and Fmoc-o-Abc(2K(Boc))-OH (
89 nctional molecules from three aspects, i.e., Fmoc-modified individual amino acids, Fmoc-modified di-
93 glutamic acid gamma,gamma'-tert-butyl ester (Fmoc-Gla(O(t)Bu)(2)-OH), a suitably protected analogue f
95 rogen in the presence of a tert-butyl ester, Fmoc protection of the lactam, and a lanthanide-catalyze
99 this small-scale 9-fluorenylmethoxycarbonyl (Fmoc) strategy is comparable to that of the peptide synt
100 is following the 9-fluorenylmethoxycarbonyl (Fmoc) strategy, which we demonstrate by the synthesis of
105 levulinoyl (Lev) ester, fluorenylmethyloxy (Fmoc)- and allyloxy (Alloc)-carbonates, and 2-methyl nap
106 oups N(alpha)-9-fluorenylmethyloxycarbonate (Fmoc), 2-methylnaphthyl ether (Nap), levulinoyl ester (L
108 alled by using 9-fluorenylmethyloxycarbonyl (Fmoc) and allyloxycarbonyl (Alloc) as a versatile set of
109 with N(alpha)-9-fluorenylmethyloxycarbonyl (Fmoc) chemistry, featuring appropriate combinations of o
110 ified with the 9-fluorenylmethyloxycarbonyl (Fmoc) group possess eminent self-assembly features and s
111 ssembled using 9-fluorenylmethyloxycarbonyl (Fmoc)-based solid-phase synthesis; N(alpha)-Fmoc-dl-hydr
113 corporation of a fluorenylmethyloxycarbonyl (Fmoc) motif at the interfacial region of PEG5K-VE2 led t
119 threonine, and tyrosine building blocks for Fmoc-based solid-phase peptide synthesis to allow conven
120 found that three types of sites coexist for Fmoc-L-Trp but only two types of sites for Fmoc-D-Trp, e
122 namic properties of copolymers imprinted for Fmoc-l-tryptophan and prepared by two different methods.
123 en egg yolk together with the Nbz linker for Fmoc chemistry solid phase synthesis of the glycopeptide
125 hest energy sites (sites that exist only for Fmoc-L-Trp), increasing the concentration of acetic acid
126 amic acid (Gla), appropriately protected for Fmoc-based solid-phase peptide synthesis (SPPS), is desc
127 enic amino acids appropriately protected for Fmoc-based solid-phase peptide synthesis is described.
130 r Fmoc-L-Trp but only two types of sites for Fmoc-D-Trp, except at the lowest acetic acid concentrati
132 -D-glucitol-gamma-glutamate 20, suitable for Fmoc-strategy solid-phase peptide synthesis (SPPS), was
134 cilitated by devising a simple synthesis for Fmoc-selenomethionine and substituting leucine residues
138 Wang resin-bound intermediates derived from Fmoc-L-phenylalaninal and Fmoc-L-valinal, and a resin su
144 hogonal protection schemes (up to five from: Fmoc, Boc Alloc, pNZ, o-NBS, and Troc), together with th
145 moc-L-phenyalanine, Fmoc-glycine (Fmoc-Gly), Fmoc-L-tryptophan pentafluorophenyl ester (Fmoc-L-Trp(OP
146 L-serine, Fmoc-L-phenyalanine, Fmoc-glycine (Fmoc-Gly), Fmoc-L-tryptophan pentafluorophenyl ester (Fm
148 linker at a Lys residue epsilon-amine, (ii) Fmoc-SPPS elongation of a desired solubilizing sequence,
150 scent amino acids can be readily obtained in Fmoc-protected form for convenient use as building block
152 rcially available building blocks, including Fmoc-protected amino acids, 2-nitrobenzenesulfonyl chlor
154 -5), and the prolyl oligopeptidase inhibitor Fmoc-Ala-Pyr-CN (IC(50) = 50 nm) also blocked purified P
155 t-butylated beta-amino acid (betaFa) and its Fmoc- and Boc-protected forms were designed and synthesi
157 -hemiglutarate to the amino terminus of [Lys(Fmoc)5]RC-160 yielding AN-163 and AN-258, respectively,
158 of racemates, including mandelic acid (Man), Fmoc-phenylalanine, 1,1'-bi-2-naphthol (binol), and TTSB
159 This SAM1 linker is applied in the manual Fmoc-based solid-phase peptide synthesis of Leu-enkephal
163 erein the first synthesis of a C-activated N-Fmoc-protected trans-(2S,3S)-3-aminotetrahydrofuran-2-ca
164 ng to single diastereoisomers of N-Boc and N-Fmoc protected spiroisoxazolinoproline amino acids.
167 n of a dideuterated methionine equivalent, N-Fmoc-(4,4-(2)H(2))methionine, to the desired labeled AHL
168 by coupling N-9-fluorenylmethoxycarbonyl (N-Fmoc)-DOX-14-O-hemiglutarate or 2-pyrrolino-DOX-14-O-hem
169 e area, was synthesized in the presence of N-Fmoc and O-Et protected phosphoserine and phosphotyrosin
170 further demonstrated by the preparation of N-Fmoc-alpha-amino diazoketones also from alpha-amino acid
173 ntroduce a new general tool, Fmoc-Ddae-OH, N-Fmoc-1-(4,4-dimethyl-2,6-dioxocyclo-hexylidene)-3-[2-(2-
174 OSu furnished fully protected (S)- and (R)-N-Fmoc-S-trityl-alpha-methylcysteine in overall 20% yield.
175 applied to the synthesis of the respective N-Fmoc-protected alpha-amino diazoketones from L-isoleucin
176 otection of free amino phosphinates as the N-Fmoc derivative was achieved by in situ trimethylsilylat
181 n contrast, in MeCN, the overall affinity of Fmoc-L-Trp is dominated by adsorption on the highest ene
184 g-Pro-Asp-Phe): (i). side-chain anchoring of Fmoc-Asp-OAl via its free beta-carboxyl as a p-alkoxyben
185 residue, which was selected on the basis of Fmoc-tBu SPPS compatibility and photolysis efficiency.
186 s allows for orthogonal on-resin cleavage of Fmoc and Alloc protecting groups during solid-phase synt
188 gmuir isotherm model, except for the data of Fmoc-L-Trp(OPfp) that are best modeled by a simple Langm
189 isting questions impeding the development of Fmoc-modified simple biomolecules are discussed, and cor
190 sotherm parameters of the two enantiomers of Fmoc-tryptophan (Fmoc-L,D-Trp) on an Fmoc-L-Trp-imprinte
191 the Nle(epsilon-N3) or the incorporation of Fmoc-Nle(epsilon-N3)-OH during the stepwise build-up of
193 haride, fucoidan, the microscale ordering of Fmoc-FRGDF peptide fibrils and subsequent mechanical pro
194 ed by UV/visible spectroscopy, and a plot of Fmoc released versus time showed a sigmoidal shape.
195 cient synthetic route for the preparation of Fmoc-protected l-gamma-carboxyglutamic acid, which is am
196 is scalable, and enables the preparation of Fmoc-protected unnatural amino acids in three steps.
198 uki-Miyaura cross-coupling (SMC) reaction of Fmoc-protected bromo- or iodophenylalanines is reported.
199 is formed by coupling the diazonium salt of Fmoc-Phe(pNH(2))-OAllyl to a MBHA-polystyrene resin prev
200 F(2) laser single photon ionization (SPI) of Fmoc-derivatized peptides covalently bound to surfaces.
203 chiral complex, the asymmetric synthesis of Fmoc-Gla(O(t)Bu)(2)-OH was completed in nine steps from
206 w-density highest energy sites while that of Fmoc-D-Trp is dominated by the most abundant, low-energy
207 ed and then functionalized with two types of Fmoc (9-fluorenylmethyloxycarbonyl) terminated silanes w
210 nosylamine 2 by readily available N- (Cbz or Fmoc-alpha-aminoacyl) benzotriazoles under microwave irr
213 delivery of paclitaxel (PTX) using the PEG2k-Fmoc-NLG nanocarrier leads to a significantly improved a
215 antitumor activity was demonstrated by PEG5K-Fmoc-VE2/DOX in both drug-sensitive (4T1.2 and PC-3) and
217 (DOX) could be effectively loaded into PEG5K-Fmoc-VE2 micelles at a DLC of 39.9%, which compares favo
219 ug resistant cell line, suggested that PEG5K-Fmoc-VE2 may have the potential to reverse multidrug res
221 yrosine, Fmoc-L-serine, Fmoc-L-phenyalanine, Fmoc-glycine (Fmoc-Gly), Fmoc-L-tryptophan pentafluoroph
222 lly protected trinucleotide phosphoramidite (Fmoc-TAG; Fmoc = 9-fluorenylmethoxycarbonyl) was develop
224 improved synthesis of orthogonally protected Fmoc-Dyp-acetonide (9) and of several Fmoc-d-Hot horizon
225 e scale, and the resulting racemic protected Fmoc-DSA subunit was separated by supercritical fluid ch
226 moc protection affords enantiomerically pure Fmoc-beta(2)-amino acids, which are useful for beta-pept
227 valent grafting of peptides with a removable Fmoc or acetylated N-termini via their C-termini to prod
230 alogues were Fmoc-L-tyrosine, Fmoc-L-serine, Fmoc-L-phenyalanine, Fmoc-glycine (Fmoc-Gly), Fmoc-L-try
231 tected Fmoc-Dyp-acetonide (9) and of several Fmoc-d-Hot horizontal lineTap-ketals for solid-phase pep
234 chain elongation of the peptide by standard Fmoc/tBu solid-phase chemistry; (iii). removal of the N-
235 rrogate amino acids are amenable to standard Fmoc peptide synthesis strategy, and the resulting compo
236 esized by solid-phase methods using standard Fmoc chemistry and purified by RP-HPLC; all intermediate
245 provides a straightforward entry to storable Fmoc-amino acid selenoesters which are effective chemose
246 s of inactivators with the general structure Fmoc-L-Asp-CH(2)-X were designed to inactivate ICE.
248 -(9-fluorenylmethoxycarbonyloxy)succinimide (Fmoc-OSU), to generate a series of sequence-specific tru
250 ted trinucleotide phosphoramidite (Fmoc-TAG; Fmoc = 9-fluorenylmethoxycarbonyl) was developed to scan
251 chemistry; (iii). removal of the N-terminal Fmoc group; (iv). coupling of Trt-Cys(Xan)-OH; (v). sele
256 material, the process readily delivered the Fmoc-protected free acid derivatives of AHMOD ((2S)-amin
257 ide bond formation techniques, including the Fmoc/tBu strategy for solid phase peptide synthesis, is
258 ectronic structure calculations indicate the Fmoc label is behaving as an ionization tag for the enti
259 herent hydrophobicity and aromaticity of the Fmoc moiety which can promote the association of buildin
260 reactions highlight the compatibility of the Fmoc protecting group with moderately basic reaction con
261 s also used to determine the presence of the Fmoc protecting groups and the efficiency of its removal
263 ide-catalyzed transamidation reaction of the Fmoc-protected lactam, using ammonia and dimethylaluminu
268 se di- and tripeptides (with and without the Fmoc protecting group) directly on the polymer beads.
271 (2S,3R, 2R,3S), which were then converted to Fmoc derivatives and used in two separate syntheses.
272 this work, we introduce a new general tool, Fmoc-Ddae-OH, N-Fmoc-1-(4,4-dimethyl-2,6-dioxocyclo-hexy
273 s of the two enantiomers of Fmoc-tryptophan (Fmoc-L,D-Trp) on an Fmoc-L-Trp-imprinted polymer were in
274 mental isotherm data of the Fmoc-tryptophan (Fmoc-Trp) enantiomers were measured by frontal analysis
275 ymers, one imprinted with Fmoc-L-tryptophan (Fmoc-L-Trp) (MIP), the other nonimprinted (NIP), of comp
276 thermodynamic study of a Fmoc-L-tryptophan (Fmoc-L-Trp) imprinted polymer, eluted with four differen
278 e encoding-decoding system in which a unique Fmoc-amino acid tag is covalently attached to the C term
279 gues were first synthesized using unresolved Fmoc-Agl(N(beta)Me,Boc)-OH, and the diastereomers were s
280 domain of phospholamban (PLB), we have used Fmoc (N-(9-fluorenyl)methoxycarbonyl) solid-phase peptid
281 oc protecting groups expanding recently used Fmoc/Boc protecting group strategy for linear PAAs to an
284 s synthesized as a shared intermediate using Fmoc solid phase chemistry on a 2-chlorotrityl resin.
285 efficiently incorporated into peptides using Fmoc-chemistry-based solid-phase peptide synthesis, and
286 a diastereomeric mixture of CF3-PsiPro using Fmoc-protected amino acid chloride without base gave the
287 beads is quantified by UV spectroscopy using Fmoc-monitoring of the immobilized dopamine and serotoni
290 The coupling of this amine with various Fmoc amino acids, followed by cleavage of the alpha-amin
294 ves can be used alone or in conjunction with Fmoc-Abc(2K(Boc))-OH (1c) as ordinary amino acids in Fmo
295 trityl alcohol and alpha-amine function with Fmoc-OSu furnished fully protected (S)- and (R)-N-Fmoc-S
296 rwise identical polymers, one imprinted with Fmoc-L-tryptophan (Fmoc-L-Trp) (MIP), the other nonimpri
298 kylphosphinic acids, which then reacted with Fmoc-Cl to provide corresponding products in excellent y
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