56488-60-9Relevant articles and documents
CALCIUM RECEPTOR ACTIVATOR
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Page/Page column 22, (2008/06/13)
A calcium receptor activator containing one or more kinds of substances selected from á-Glu-Cys-Gly, á-Glu-Cys(SNO)-Gly, á-Glu-Ala, á-Glu-Gly, á-Glu-Cys, á-Glu-Met, á-Glu-Thr, á-Glu-Val, á-Glu-Orn, Asp-Gly, Cys-Gly, Cys-Met, Glu-Cys, Gly-Cys, Leu-Asp, D-Cys, á-Glu-Met(O), á-Glu-Val-Val, á-Glu-Val-Glu, á-Glu-Val-Lys, á-Glu- á-Glu-Val, á-Glu-Val-NH2, á-Glu-Val-ol, á-Glu-Ser, á-Glu-Tau, á-Glu-Cys(S-Me)(O), á-Glu-Leu, á-Glu-Ile, á-Glu-t-Leu, á-Glu-Cys(S-allyl)-Gly, á-Glu-Gly-Gly, á-Glu-Val-Phe, á-Glu-Val-Ser, á-Glu-Val-Pro, á-Glu-Val-Arg, á-Glu-Val-Asp, á-Glu-Val-Met, á-Glu-Val-Thr, á-Glu-Val-His, á-Glu-Val-Asn,á-Glu-Val-Gln, á-Glu-Val-Cys, á-Glu-Val-Orn, á-Glu-Ser-Gly, á-Glu-Cys(S-Me), á-Glu-Abu-Gly, á-Glu-Cys(S-Me)-Gly, and á-Glu-Val-Gly.
Simple Peptides. VII. The Chemical Conversions of C-Terminal α-Amino Acids in Peptides into Unsubstituted or 2-Substituted Taurine via S-Acetylthio- or Halogeno-Intermediates
Higashiura, Kunihiko,Ienaga, Kazuharu
, p. 1901 - 1921 (2007/10/02)
The syntheses of ten dipeptides 5a-c, e, f, h-j, l and m, containing taurine or its 2-substituted derivatives, are described: C-terminal a-amino acids in the dipeptides were chemically converted to the taurines by two main routes.One involves the successive conversion of N-tert-butoxycarbonyl(Boc)-protected dipeptide esters 1 into the 2-(Boc-aminoacyl)aminoethanols 2 and thence into their acetylthio derivatives 4 via β-bromoethylamides 3, followed by the performic acid oxidation of the acetylthio into a sulpho group to give the deprotected taurine dipeptides 5.In the other, 2 was converted into 5 using the substitution reaction of a sulpho group for a halogen or mesyl group via the corresponding β-halogenoethyl or β-(methanesulphonyl)-oxyethyl amides, 3,9 or 7.The preparation of intrinsic γ-L-Glu-Tau (glutaurine) 12a and its D-isomer 12b from the acetylthio derivatives 11a and 11b by performic acid oxidation is also described as examples of the use of S-acetylcysteamine for a taurine precursor.
α-Benzyl-γ-L-glutamyltaurine as a useful intermediate for the synthesis of a brain-peptide, γ-L-glutamyltaurine
Higashiura,Ienaga
, p. 353 - 354 (2007/10/02)
The synthesis of a neuropeptide, γ-L-glutamyltaurine (3a), was achieved via α-benzyl-γ-L-glutamyltaurine (2a) as a useful intermediate, which was prepared from α-benzyl N-tert-butoxycarbonyl-r-glutamate (1a) and taurine (2-aminoethanesulfonic acid) by active ester method. The preparation of its α-isomer 3b was also described.
Synthesis of γ-Glutamyltaurine by γ-Glutamyltranspeptidase of Penicillium roqueforti
Tomita, Kenji,Yano, Toshihiro,Zhu, Jixi,Kumagai, Hidehiko,Tochikura, Tatsurokuro
, p. 3239 - 3244 (2007/10/02)
The formation of γ-glutamyltaurine (γ-GluTau) from L-glutamine and taurine was carried out with γ-glutamyltranspeptidase (GGT) of Penicillium roqueforti (IFO 4622).For GGT preparation, a wheat bran koji extract prepared with P. roqueforti (IFO 4622) was used. 180 mM γ-GluTau was formed, with a yield of 36percent, in a reaction mixture comprising 500 mM L-glutamine, 500 mM taurine, 100 mM Tris-HCl buffer (pH 8.5) and 0.6 units/ml of GGT.The γ-GluTau formed was isolated by ion exchange column chromatography, and identified by infrared, 1H-NMR and mass spectroscopic analyses.
Synthesis of γ-Glutamylpeptides by γ-Glutamylcysteine Synthetase from Proteus mirabilis
Nakayama, Reiko,Kumagai, Hedehiko,Maruyama, Takashi,Tochikura, Tatsurokuro,Ueno, Tamio,Fukami, Hiroshi
, p. 2839 - 2846 (2007/10/02)
Syntheses of various γ-glutamylpeptides were examined taking use of the highly purified γ-glutamylcysteine synthetase from Proteus mirabilis.The accumulation of each peptide was measured after long time incubation, and good formation was observed in the synthesis of peptides of following amino acids, L-cysteine, L-α-aminobutyrate, L-serine, L-homoserine, glycine, L-alanine, L-norvaline, L-lysine, L-threonine, taurine and L-valine.Peptide syntheses were confirmed by analyses of the component amino acids, after hydrolysis of the peptides.The structure of the glutamylpeptides, especially the peptide-linkage at the γ-carbonyl residue of L-glutamate, was determined by mass spectrometry of the N-trifluoroacetyl methylester derivatives of the glutamylpeptides.Enzymatic synthesis of γ-glutamyl-L-α-aminobutyrate was also confirmed by PMR spectrometry in the comparison with chemically synthesized compound.
