Synthesis of protected dithiol amino acids for potential use in peptide chemistry

被引：2

作者：

Sun, Yong ^{[1
]}

Li, Xiang-Qin ^{[1
]}

Meng, Yun-Ping ^{[2
]}

Wang, Chao ^{[1
]}

机构：

[1] Peking Univ, Sch Pharmaceut Sci, Dept Med Chem, Beijing 100083, Peoples R China

[2] Beijing Union Univ, Biochem Engn Coll, Beijing, Peoples R China

来源：

SYNTHETIC COMMUNICATIONS | 2008年 / 38卷 / 19期

关键词：

amino acid; 1,3-dithiols; Mitsunobu reaction;

D O I：

10.1080/00397910802136631

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two N-Fmoc and S,S'-protected alpha-amino acids were synthesized by introducing the derivatives of dithioether into a Tyrosine side chain under the Mitsunobu protocol using the diisopropylazodicarboxylate/triphenylphosphine (DIAD/TPP) system. These amino acids provide a potential use in peptide chemistry.

引用

页码：3303 / 3310

页数：8

共 50 条

[31] ESTERIFICATION OF NEUTRAL AND BASIC DIALKYL(ARYMETHYLENE)SULFONIUM RESINS WITH N-PROTECTED AMINO ACIDS FOR USE IN SOLID PHASE PEPTIDE SYNTHESIS
DORMAN, LC
LOVE, J
JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (01): : 158 - &
[32] The peptide of dehydrated amino acids, their behaviour towards pancreatic enzymes and their use in peptide synthesis.
Bergmann, M
Schmitt, V
Miekeley, A
HOPPE-SEYLERS ZEITSCHRIFT FUR PHYSIOLOGISCHE CHEMIE, 1930, 187 : 264 - 276
[33] Synthesis of novel, orthogonally protected multifunctional amino acids
Chhabra, SR
Mahajan, A
Chan, WC
TETRAHEDRON LETTERS, 1999, 40 (26) : 4905 - 4908
[34] ACETOACETYL GROUP AN AMINO PROTECTIVE GROUP OF POTENTIAL USE IN PEPTIDE SYNTHESIS
DANGELI, F
FILIRA, F
SCOFFONE, E
TETRAHEDRON LETTERS, 1965, (10) : 605 - &
[35] Improved solid-phase peptide synthesis method utilizing α-azide-protected amino acids
Lundquist, JT
Pelletier, JC
ORGANIC LETTERS, 2001, 3 (05) : 781 - 783
[36] A straightforward synthesis of 5′-peptide oligonucleotide conjugates using Nα-Fmoc-protected amino acids
Ocampo, SM
Albericio, F
Fernández, I
Vilaseca, M
Eritja, R
ORGANIC LETTERS, 2005, 7 (20) : 4349 - 4352
[37] Peptide Mechanosynthesis by Direct Coupling of N-Protected -Amino Acids with Amino Esters
Porte, Vincent
Thioloy, Marion
Pigoux, Titouan
Metro, Thomas-Xavier
Martinez, Jean
Lamaty, Frederic
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (21) : 3505 - 3508
[38] Facile synthesis of fused furanosyl β-amino acids from protected sugar lactones:: incorporation into a peptide chain
Taillefumier, C
Lakhrissi, Y
Lakhrissi, M
Chapleur, Y
TETRAHEDRON-ASYMMETRY, 2002, 13 (16) : 1707 - 1711
[39] PARA-METHOXYBENZYL ESTERS OF AMINO ACIDS - THEIR PREPARATION AND USE IN PEPTIDE SYNTHESIS
MACLAREN, JA
AUSTRALIAN JOURNAL OF CHEMISTRY, 1971, 24 (08) : 1695 - &
[40] TERT-BUTYL ESTERS OF AMINO ACIDS AND PEPTIDES AND THEIR USE IN PEPTIDE SYNTHESIS
ANDERSON, GW
CALLAHAN, FM
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (13) : 3359 - 3363

← 1 2 3 4 5 →