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1 n of LarE converts its conserved Cys176 into dehydroalanine.
2 that carries out the asymmetric reduction of dehydroalanine.
3 etathesis-reactive amino acid substrate, via dehydroalanine.
4 conjugate addition of sulfur nucleophiles to dehydroalanine.
5 lex natural products that contain C-terminal dehydroalanine.
6 eaction that converts cyanylated cysteine to dehydroalanine.
7 yl ketimine generated from the corresponding dehydroalanine.
8 xylation, and the two previously unconfirmed dehydroalanines.
9 late-stage tail-to-tail condensation of two dehydroalanines.
10 he successful preparation of long-chain poly(dehydroalanine), A(DH), as well as the incorporation of
11 s a formal [4 + 2] cycloaddition between two dehydroalanines, a unique transformation that had eluded
12 hioether with MSH results in regeneration of dehydroalanine, allowing a "functional switch" by subseq
13 of Michael addition of amines and thiols to dehydroalanine amides was greatly accelerated, leading t
15 oward intramolecular Michael addition to the dehydroalanine and dehydrobutyrine residues in the pepti
17 clude dehydration of Ser and Thr residues to dehydroalanine and dehydrobutyrine, a transformation tha
19 at the side chain of Cys, converting it into dehydroalanine and generating a sulfur radical adduct at
20 ydration of Ser and Thr residues to generate dehydroalanines and dehydrobutyrines, followed by intram
21 idation of Met and Trp, conversion of Ser to dehydroalanine, and formylation of His) were observed in
22 py, for example, in cysteine modification to dehydroalanine, assessing labeling efficiency is difficu
23 on of the cyclotide radical cation generates dehydroalanine at a single cysteine residue, which is ea
24 d that this core might be fashioned from two dehydroalanines by an enzyme-catalyzed aza-[4 + 2] cyclo
25 ed dehydroalanine-containing systems undergo dehydroalanine cleavage under the same conditions, altho
26 t reaction/elimination methodology to afford dehydroalanines containing trans-cinnamic acid derivativ
29 grafted onto easy-to-access cysteine-derived dehydroalanine-containing proteins as starting materials
31 are elimination of phosphorylated Ser/Thr to dehydroalanine/dehydrobutyrine (Dha/Dhb) in pathogenesis
36 tion converts unstable S-nitrosocysteines to dehydroalanine derivatives under very mild conditions.
38 eukarya and bacteria, the addition of Cys to dehydroalanine (Dha) and dehydrobutyrine (Dhb) occurs in
39 Thr residues in their peptide substrates to dehydroalanine (Dha) and dehydrobutyrine (Dhb), respecti
43 ion that introduces dehydrobutyrine (Dhb) or dehydroalanine (Dha) in place of phosphothreonine or pho
46 sing-induced markers related to Maillard and dehydroalanine (DHA) reaction pathways, all quantified u
49 for proteins directed to readily accessible dehydroalanine (Dha) residues as tags under aqueous cond
50 his work, the first C(sp(2) )-H amidation of dehydroalanine (Dha) residues was applied to the site se
52 to mimic aspects of the consecutive dimeric dehydroalanine (Dha) tail of thiostrepton first culminat
53 of glutathione to protein- or peptide-bound dehydroalanine (Dha) to form lanthionine, analogous to t
54 the lantibiotic signature structural motifs, dehydroalanine (Dha), dehydrobutyrine (Dhb), lanthionine
55 scribes the methodology for the synthesis of dehydroalanine (Dha)-containing peptides and illustrates
58 ies to create cyclic libraries with reactive dehydroalanines (Dhas), which we employ in selections ag
59 me that generates the pyridine core from two dehydroalanines ejects the leader peptide as a C-termina
61 + 2] cycloaddition when N-p-toluenesulfonyl-dehydroalanine ethyl ester is used as the coupling partn
65 iately protected thiocarbohydrates to chiral dehydroalanines has been developed as a key step in the
66 ral nitrogen nucleophiles to chiral bicyclic dehydroalanines have been assessed effectively at room t
68 ronically diverse alkenes, chief among them, dehydroalanine in variously protected forms, which provi
69 trategy relies on the ability to incorporate dehydroalanine into macrocyclic peptide ions, which is e
72 an alpha,beta-unsaturated carbonyl on methyl dehydroalanine (Mdha) residue that undergoes Michael add
73 iling experiments suggest the formation of a dehydroalanine moiety in living S. aureus cells upon bet
75 he synthesis of amino esters and amides from dehydroalanine monomers, a process which was found to oc
80 ible and irreversible (sulfinic acid; Cys to dehydroalanine) oxidations of GAPDH without exogenous su
81 ics and targeted MS analysis of Maillard and dehydroalanine pathway markers were conducted on six PBM
83 to be added to a common, readily accessible dehydroalanine precursor in a range of representative pr
84 oline H (8) using FmocNHCH(CH2SePh)CO2H as a dehydroalanine precursor that spontaneously eliminated b
85 lective functionalization of one subterminal dehydroalanine residue (Dha16) present in thiostrepton.
86 igands enabled hydrogenation of the internal dehydroalanine residue (Dha3), using sterically attenuat
87 ndergoes C-O bond fission and formation of a dehydroalanine residue by elimination of the sulfonate a
88 g enzyme on a peptide substrate containing a dehydroalanine residue in place of the target glycine.
89 bond homolysis, and the 5'-dAdo* attacks the dehydroalanine residue of the peptide substrate to form
90 dration of the nucleophilic serine to give a dehydroalanine residue that undergoes reaction to give a
92 ine), A(DH), as well as the incorporation of dehydroalanine residues and A(DH) segments into copolype
93 yclotides via site-selective ring opening at dehydroalanine residues and its application to cyclotide
94 olytic cleavage and the introduction of four dehydroalanine residues and two lanthionine bridges.
95 teines to thiazoles, and condensation of two dehydroalanine residues en route to the (tetrahydro)pyri
96 -light-driven installation of side chains at dehydroalanine residues in proteins through the formatio
104 ecular aza-[4 + 2] cycloaddition between two dehydroalanines to forge a trisubstituted pyridine core.
106 hilic poly(l-methionine sulfoxide)(x)-b-poly(dehydroalanine)(y), diblock copolypeptides, M(O)(x)A(DH)