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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-Lys(Fmoc)-Asp exhibits the lowest CGC and highest m
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
20 onstituent Fmoc-protected nucleoamino acids (Fmoc-Ser(B)-OH, where B = thymine, cytosine, and uracil)
21 i.e., Fmoc-modified individual amino acids, Fmoc-modified di- and tripeptides, and Fmoc-modified tet
22 c anthraquinone derivatives with the N(alpha)Fmoc-l-Lys and ethynyl group were synthesized from the i
23 emodin with both the ethynyl and the N(alpha)Fmoc-l-Lys groups showed an antioxidant activity-enhanci
26 Herein, we report the synthesis of N-alpha-Fmoc-L-gamma-carboxyglutamic acid gamma,gamma'-tert-buty
27 in we report the facile synthesis of N-alpha-Fmoc-phospho(1-nitrophenylethyl-2-cyanoethyl)-L-serine 1
28 henylethyl-2-cyanoethyl)-L-serine 1, N-alpha-Fmoc-phospho(1-nitrophenylethyl-2-cyanoethyl)-L-threonin
29 hyl-2-cyanoethyl)-L-threonine 2, and N-alpha-Fmoc-phospho(1-nitrophenylethyl-2-cyanoethyl)-L-tyrosine
33 luorescent amino acids can be obtained in an Fmoc-protected form for convenient use as building block
34 probe are expanded with the synthesis of an Fmoc-protected amino acid derivative (5), which contains
35 mers of Fmoc-tryptophan (Fmoc-L,D-Trp) on an Fmoc-L-Trp-imprinted polymer were investigated over a wi
38 peltin E (1, 5) were synthesized by using an Fmoc-based solid-phase strategy in 7 steps, in 20% and 2
39 were also inhibited by ACA, ONO-RS-082, and Fmoc-anthranilic acid, whereas the Na(+)/citrate transpo
40 thesized from N-tosyl-3-haloazaindoles 1 and Fmoc-protected tert-butyl iodoalanine 2 via a Negishi co
44 r solid-phase synthesis bearing Fmoc/Boc and Fmoc/Alloc protecting groups expanding recently used Fmo
45 the unsaturated side chains of the Boc- and Fmoc-protected derivatives of enyne and diyne coupling p
46 into peptide chains by coupling N-(Cbz- and Fmoc-alpha-aminoacyl)benzotriazoles with amino acids, wh
48 lving iterative PyBOP-mediated couplings and Fmoc deprotections, is rapid (about 5 d), operationally
50 lete peptide coupling reactions in 6 min and Fmoc-removal reactions in 4 min under temperature-contro
53 tionalized with carboxylic acid, pyrene, and Fmoc-protected cysteine moieties via thiol-ene reactions
56 as well as benzylidene-, silyl-, Troc-, and Fmoc-protecting groups do not get affected during the ne
58 ffected to base-sensitive substrates such as Fmoc-protected alaninal, citral, 5-cholesten-3-one, urid
60 nd by delivering S-220 via a self-assembling Fmoc-based hydrogel that has suitable properties for SCI
61 c acid (Hmp)/2-methylpiperidine (2-MP) based Fmoc chemistry procedure to prepare the C-terminal Hmp p
62 tives such as HOBt or Oxyma during the basic Fmoc-removal treatment were found to be very effective f
63 ing blocks for solid-phase synthesis bearing Fmoc/Boc and Fmoc/Alloc protecting groups expanding rece
64 ith common N-protecting groups, such as Boc, Fmoc, Cbz, and benzyl, as well as various OH protecting
67 of the purified isoxazolidinones followed by Fmoc protection affords enantiomerically pure Fmoc-beta(
70 scently labeled ADM analogues synthesized by Fmoc/t-Bu solid phase peptide synthesis were used to ana
71 te (Alloc), and 9-fluorenylmethyl carbonate (Fmoc), different patterns of O-sulfation can be installe
72 A diverse set of (fluorenylmethoxy)carbonyl (Fmoc) protected amino alcohols was found to load rapidly
76 s of this approach, a lysine-hynic conjugate Fmoc-N-epsilon-(Hynic-Boc)-Lys was synthesized for incor
81 ) are prepared as Fmoc-protected derivatives Fmoc-m-Abc(2K(Boc))-OH (1a) and Fmoc-o-Abc(2K(Boc))-OH (
83 Herein, a minimalistic, de novo dipeptide, Fmoc-Lys(Fmoc)-Asp, as an hydrogelator with the lowest C
86 nctional molecules from three aspects, i.e., Fmoc-modified individual amino acids, Fmoc-modified di-
90 glutamic acid gamma,gamma'-tert-butyl ester (Fmoc-Gla(O(t)Bu)(2)-OH), a suitably protected analogue f
92 rogen in the presence of a tert-butyl ester, Fmoc protection of the lactam, and a lanthanide-catalyze
96 is following the 9-fluorenylmethoxycarbonyl (Fmoc) strategy, which we demonstrate by the synthesis of
99 levulinoyl (Lev) ester, fluorenylmethyloxy (Fmoc)- and allyloxy (Alloc)-carbonates, and 2-methyl nap
100 oups N(alpha)-9-fluorenylmethyloxycarbonate (Fmoc), 2-methylnaphthyl ether (Nap), levulinoyl ester (L
102 alled by using 9-fluorenylmethyloxycarbonyl (Fmoc) and allyloxycarbonyl (Alloc) as a versatile set of
103 ified with the 9-fluorenylmethyloxycarbonyl (Fmoc) group possess eminent self-assembly features and s
105 corporation of a fluorenylmethyloxycarbonyl (Fmoc) motif at the interfacial region of PEG5K-VE2 led t
106 chanically rigid fluorenylmethyloxycarbonyl (Fmoc)-guanine peptide nucleic acid (PNA) conjugate with
111 threonine, and tyrosine building blocks for Fmoc-based solid-phase peptide synthesis to allow conven
112 found that three types of sites coexist for Fmoc-L-Trp but only two types of sites for Fmoc-D-Trp, e
114 namic properties of copolymers imprinted for Fmoc-l-tryptophan and prepared by two different methods.
115 en egg yolk together with the Nbz linker for Fmoc chemistry solid phase synthesis of the glycopeptide
117 hest energy sites (sites that exist only for Fmoc-L-Trp), increasing the concentration of acetic acid
119 amic acid (Gla), appropriately protected for Fmoc-based solid-phase peptide synthesis (SPPS), is desc
120 enic amino acids appropriately protected for Fmoc-based solid-phase peptide synthesis is described.
123 r Fmoc-L-Trp but only two types of sites for Fmoc-D-Trp, except at the lowest acetic acid concentrati
126 -D-glucitol-gamma-glutamate 20, suitable for Fmoc-strategy solid-phase peptide synthesis (SPPS), was
135 hogonal protection schemes (up to five from: Fmoc, Boc Alloc, pNZ, o-NBS, and Troc), together with th
136 moc-L-phenyalanine, Fmoc-glycine (Fmoc-Gly), Fmoc-L-tryptophan pentafluorophenyl ester (Fmoc-L-Trp(OP
137 L-serine, Fmoc-L-phenyalanine, Fmoc-glycine (Fmoc-Gly), Fmoc-L-tryptophan pentafluorophenyl ester (Fm
140 linker at a Lys residue epsilon-amine, (ii) Fmoc-SPPS elongation of a desired solubilizing sequence,
142 scent amino acids can be readily obtained in Fmoc-protected form for convenient use as building block
144 rcially available building blocks, including Fmoc-protected amino acids, 2-nitrobenzenesulfonyl chlor
146 t-butylated beta-amino acid (betaFa) and its Fmoc- and Boc-protected forms were designed and synthesi
148 using three complementary strategies: linear Fmoc solid-phase peptide synthesis (SPPS) using several
149 nductive composite gels composed of Fmoc-Lys(Fmoc)-Asp and a conductive polymer exhibit excellent DNA
151 a minimalistic, de novo dipeptide, Fmoc-Lys(Fmoc)-Asp, as an hydrogelator with the lowest CGC ever r
152 of racemates, including mandelic acid (Man), Fmoc-phenylalanine, 1,1'-bi-2-naphthol (binol), and TTSB
153 This SAM1 linker is applied in the manual Fmoc-based solid-phase peptide synthesis of Leu-enkephal
157 erein the first synthesis of a C-activated N-Fmoc-protected trans-(2S,3S)-3-aminotetrahydrofuran-2-ca
158 ng to single diastereoisomers of N-Boc and N-Fmoc protected spiroisoxazolinoproline amino acids.
161 n of a dideuterated methionine equivalent, N-Fmoc-(4,4-(2)H(2))methionine, to the desired labeled AHL
162 e area, was synthesized in the presence of N-Fmoc and O-Et protected phosphoserine and phosphotyrosin
163 further demonstrated by the preparation of N-Fmoc-alpha-amino diazoketones also from alpha-amino acid
166 ntroduce a new general tool, Fmoc-Ddae-OH, N-Fmoc-1-(4,4-dimethyl-2,6-dioxocyclo-hexylidene)-3-[2-(2-
167 OSu furnished fully protected (S)- and (R)-N-Fmoc-S-trityl-alpha-methylcysteine in overall 20% yield.
168 applied to the synthesis of the respective N-Fmoc-protected alpha-amino diazoketones from L-isoleucin
169 otection of free amino phosphinates as the N-Fmoc derivative was achieved by in situ trimethylsilylat
174 n contrast, in MeCN, the overall affinity of Fmoc-L-Trp is dominated by adsorption on the highest ene
177 g-Pro-Asp-Phe): (i). side-chain anchoring of Fmoc-Asp-OAl via its free beta-carboxyl as a p-alkoxyben
178 residue, which was selected on the basis of Fmoc-tBu SPPS compatibility and photolysis efficiency.
179 s allows for orthogonal on-resin cleavage of Fmoc and Alloc protecting groups during solid-phase synt
181 s analogues are reported by a combination of Fmoc-based solid-phase peptide synthesis (SPPS) and beta
183 gmuir isotherm model, except for the data of Fmoc-L-Trp(OPfp) that are best modeled by a simple Langm
184 isting questions impeding the development of Fmoc-modified simple biomolecules are discussed, and cor
185 sotherm parameters of the two enantiomers of Fmoc-tryptophan (Fmoc-L,D-Trp) on an Fmoc-L-Trp-imprinte
186 the Nle(epsilon-N3) or the incorporation of Fmoc-Nle(epsilon-N3)-OH during the stepwise build-up of
187 d phase using l-Ser and a racemic mixture of Fmoc- trans-2-aminocyclohexanecarboxylic acid predominan
189 haride, fucoidan, the microscale ordering of Fmoc-FRGDF peptide fibrils and subsequent mechanical pro
190 ed by UV/visible spectroscopy, and a plot of Fmoc released versus time showed a sigmoidal shape.
191 cient synthetic route for the preparation of Fmoc-protected l-gamma-carboxyglutamic acid, which is am
192 is scalable, and enables the preparation of Fmoc-protected unnatural amino acids in three steps.
194 or the synthesis and Diels-Alder reaction of Fmoc-protected azopeptides has been developed and used t
195 uki-Miyaura cross-coupling (SMC) reaction of Fmoc-protected bromo- or iodophenylalanines is reported.
196 is formed by coupling the diazonium salt of Fmoc-Phe(pNH(2))-OAllyl to a MBHA-polystyrene resin prev
197 F(2) laser single photon ionization (SPI) of Fmoc-derivatized peptides covalently bound to surfaces.
200 chiral complex, the asymmetric synthesis of Fmoc-Gla(O(t)Bu)(2)-OH was completed in nine steps from
203 w-density highest energy sites while that of Fmoc-D-Trp is dominated by the most abundant, low-energy
204 ed and then functionalized with two types of Fmoc (9-fluorenylmethyloxycarbonyl) terminated silanes w
207 nosylamine 2 by readily available N- (Cbz or Fmoc-alpha-aminoacyl) benzotriazoles under microwave irr
211 delivery of paclitaxel (PTX) using the PEG2k-Fmoc-NLG nanocarrier leads to a significantly improved a
213 antitumor activity was demonstrated by PEG5K-Fmoc-VE2/DOX in both drug-sensitive (4T1.2 and PC-3) and
215 (DOX) could be effectively loaded into PEG5K-Fmoc-VE2 micelles at a DLC of 39.9%, which compares favo
217 ug resistant cell line, suggested that PEG5K-Fmoc-VE2 may have the potential to reverse multidrug res
219 matic interfacial self-assembly of peptides (Fmoc-Tyr(H(2) PO(3) )-OH) with magnetic nanoparticles (M
220 yrosine, Fmoc-L-serine, Fmoc-L-phenyalanine, Fmoc-glycine (Fmoc-Gly), Fmoc-L-tryptophan pentafluoroph
221 lly protected trinucleotide phosphoramidite (Fmoc-TAG; Fmoc = 9-fluorenylmethoxycarbonyl) was develop
223 improved synthesis of orthogonally protected Fmoc-Dyp-acetonide (9) and of several Fmoc-d-Hot horizon
224 e scale, and the resulting racemic protected Fmoc-DSA subunit was separated by supercritical fluid ch
225 moc protection affords enantiomerically pure Fmoc-beta(2)-amino acids, which are useful for beta-pept
226 been developed for preparing optically pure, Fmoc-protected diethylene glycol-containing ( R)- and (
227 e of a ligand, the reaction provided racemic Fmoc-protected amino alcohols with excellent regioselect
228 valent grafting of peptides with a removable Fmoc or acetylated N-termini via their C-termini to prod
231 alogues were Fmoc-L-tyrosine, Fmoc-L-serine, Fmoc-L-phenyalanine, Fmoc-glycine (Fmoc-Gly), Fmoc-L-try
232 tected Fmoc-Dyp-acetonide (9) and of several Fmoc-d-Hot horizontal lineTap-ketals for solid-phase pep
235 chain elongation of the peptide by standard Fmoc/tBu solid-phase chemistry; (iii). removal of the N-
236 rrogate amino acids are amenable to standard Fmoc peptide synthesis strategy, and the resulting compo
237 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
247 -(9-fluorenylmethoxycarbonyloxy)succinimide (Fmoc-OSU), to generate a series of sequence-specific tru
249 ted trinucleotide phosphoramidite (Fmoc-TAG; Fmoc = 9-fluorenylmethoxycarbonyl) was developed to scan
250 chemistry; (iii). removal of the N-terminal Fmoc group; (iv). coupling of Trt-Cys(Xan)-OH; (v). sele
254 base-triple formation with 4 T/U bases; the Fmoc-K(2M) derivative can be used directly in solid phas
255 he unique cation-free "basket" formed by the Fmoc-G-PNA conjugate can serve as an attractive componen
257 material, the process readily delivered the Fmoc-protected free acid derivatives of AHMOD ((2S)-amin
258 ide bond formation techniques, including the Fmoc/tBu strategy for solid phase peptide synthesis, is
259 ectronic structure calculations indicate the Fmoc label is behaving as an ionization tag for the enti
260 herent hydrophobicity and aromaticity of the Fmoc moiety which can promote the association of buildin
261 reactions highlight the compatibility of the Fmoc protecting group with moderately basic reaction con
263 ide-catalyzed transamidation reaction of the Fmoc-protected lactam, using ammonia and dimethylaluminu
267 head of one molecule hydrogen bonded to the Fmoc carbonyl tail of another molecule, generating a non
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
277 ated that the protecting groups, namely, Ts, Fmoc, and (t)Bu, can be easily removed selectively.
279 gues were first synthesized using unresolved Fmoc-Agl(N(beta)Me,Boc)-OH, and the diastereomers were s
280 oc protecting groups expanding recently used Fmoc/Boc protecting group strategy for linear PAAs to an
283 s synthesized as a shared intermediate using Fmoc solid phase chemistry on a 2-chlorotrityl resin.
284 efficiently incorporated into peptides using Fmoc-chemistry-based solid-phase peptide synthesis, and
285 a diastereomeric mixture of CF3-PsiPro using Fmoc-protected amino acid chloride without base gave the
286 beads is quantified by UV spectroscopy using Fmoc-monitoring of the immobilized dopamine and serotoni
289 The coupling of this amine with various Fmoc amino acids, followed by cleavage of the alpha-amin
293 All of them were found fully compatible with Fmoc/ tBu solid-phase peptide synthesis, which allowed f
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