A simple modular synthesis of pyridinoline a collagen cross-link of biochemical interest

被引:15
作者
Allevi, P
Anastasia, M
机构
[1] Univ Milan, Dipartimento Med Chirurg & Odontoiatria, I-20142 Milan, Italy
[2] Univ Milan, Dipartimento Chim Biochim & Biotecnol Med, I-20133 Milan, Italy
关键词
D O I
10.1016/S0957-4166(03)00400-2
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A simple convergent synthesis of the collagen cross-link pyridinoline starting from glycine is reported. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2005 / 2012
页数:8
相关论文
共 29 条
[1]   An efficient one-pot synthesis of (+)-deoxypyridinoline [J].
Adamczyk, M ;
Johnson, DD ;
Reddy, RE .
TETRAHEDRON LETTERS, 1999, 40 (51) :8993-8994
[2]   Bone collagen cross-links: an efficient one-pot synthesis of (+)-pyridinoline and (+)-deoxypyridinoline [J].
Adamczyk, M ;
Johnson, DD ;
Reddy, RE .
TETRAHEDRON-ASYMMETRY, 2000, 11 (11) :2289-2298
[3]   An efficient one-pot synthesis of (+)-deoxypyridinoline (vol 40, pg 8993, 1999) [J].
Adamczyk, M ;
Johnson, DD ;
Reddy, RE .
TETRAHEDRON LETTERS, 2001, 42 (04) :767-767
[4]   Collagen cross-links: Synthesis of pyridinoline, deoxypyridinoline and their analogues [J].
Adamczyk, M ;
Johnson, DD ;
Reddy, RE .
TETRAHEDRON, 1999, 55 (01) :63-88
[5]   A simple and convenient transformation of L-lysine into pyridinoline and deoxypyridinoline, two collagen cross-links of biochemical interest [J].
Allevi, P ;
Galligani, M ;
Anastasia, M .
TETRAHEDRON-ASYMMETRY, 2002, 13 (17) :1901-1910
[6]   A new modular synthesis of deoxypyridinoline, a primary reference material for monitoring bone metabolism [J].
Allevi, P ;
Longo, A ;
Anastasia, M .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (20) :2867-2868
[7]   Total synthesis of deoxypyridinoline, a biochemical marker of collagen turnover [J].
Allevi, P ;
Longo, A ;
Anastasia, M .
CHEMICAL COMMUNICATIONS, 1999, (06) :559-560
[8]   Synthesis of all four possible stereoisomers of 5-hydroxylysine [J].
Allevi, P ;
Anastasia, M .
TETRAHEDRON-ASYMMETRY, 2000, 11 (15) :3151-3160
[9]   A practical protocol for the synthesis of 3-hydroxy-4,5-disubstituted pyridine derivatives from acyclic compounds [J].
Anastasia, L ;
Anastasia, M ;
Allevi, P .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2001, (19) :2404-2408
[10]   HIGHLY STEREOSELECTIVE SYNTHESIS OF (+/-)-ALPHA-MULTISTRIATIN [J].
BARTLETT, PA ;
MYERSON, J .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (10) :1625-1627