A simple and convenient transformation of L-lysine into pyridinoline and deoxypyridinoline, two collagen cross-links of biochemical interest

被引:18
作者
Allevi, P
Galligani, M
Anastasia, M
机构
[1] Univ Milan, Dipartimento Med Chirurg & Odontoiatria, I-20142 Milan, Italy
[2] Univ Milan, Dipartimento Chim & Biochim Med, I-20133 Milan, Italy
关键词
D O I
10.1016/S0957-4166(02)00477-9
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Starting from L-lysine as the only chiral building block, pyridinoline and deoxypyridinoline are efficiently synthesised, thus mimicking the postranscriptional formation of these collagen cross-links. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1901 / 1910
页数:10
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]  
Adamczyk M, 2000, TETRAHEDRON-ASYMMETR, V11, P5017, DOI 10.1016/S0957-4166(00)00472-9
[4]   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
[5]   Collagen cross-links: Synthesis of pyridinoline, deoxypyridinoline and their analogues [J].
Adamczyk, M ;
Johnson, DD ;
Reddy, RE .
TETRAHEDRON, 1999, 55 (01) :63-88
[6]   Stereospecific synthesis of the anaesthetic levobupivacaine [J].
Adger, B ;
Dyer, U ;
Hutton, G ;
Woods, M .
TETRAHEDRON LETTERS, 1996, 37 (35) :6399-6402
[7]   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
[8]   Total synthesis of deoxypyridinoline, a biochemical marker of collagen turnover [J].
Allevi, P ;
Longo, A ;
Anastasia, M .
CHEMICAL COMMUNICATIONS, 1999, (06) :559-560
[9]   Synthesis of all four possible stereoisomers of 5-hydroxylysine [J].
Allevi, P ;
Anastasia, M .
TETRAHEDRON-ASYMMETRY, 2000, 11 (15) :3151-3160
[10]  
ALLEVI P, 1997, 24 CONV NAZ DIV CHIM