The paper reports the first enantioselective synthesis of all the possible collagen reduced cross links as described: ydroxylysinonorleucines I (R1 = R3 = R4 = H, R2 = OH; R1 = R2 = R4 = H, R3 = OH) and dihydroxylysinonorleucines I (R1 = R3 = H, R2 = R4 = OH; R3 = R4 = H, R1 = R2 = OH and R2 = R4 = H, R1 = R3 = OH). The Williams' glycine template methodol. was used both for the introduction of a stereogenic at the ?-position and for an easy protection of the amino acidic functionalities during the synthesis of the dimeric amino acids.

Reduced collagen cross links : the first synthesis of all the possible (2S,2'S)-stereoisomers of 5-hydroxylysinonorleucine and of 5,5'-dihydroxylysinonorleucine in enantiomerically pure form / R. Cribiu, P. Allevi, M. Anastasia. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 16:18(2005), pp. 3059-3069. [10.1016/j.tetasy.2005.08.023]

Reduced collagen cross links : the first synthesis of all the possible (2S,2'S)-stereoisomers of 5-hydroxylysinonorleucine and of 5,5'-dihydroxylysinonorleucine in enantiomerically pure form

P. Allevi
Secondo
;
M. Anastasia
Ultimo
2005

Abstract

The paper reports the first enantioselective synthesis of all the possible collagen reduced cross links as described: ydroxylysinonorleucines I (R1 = R3 = R4 = H, R2 = OH; R1 = R2 = R4 = H, R3 = OH) and dihydroxylysinonorleucines I (R1 = R3 = H, R2 = R4 = OH; R3 = R4 = H, R1 = R2 = OH and R2 = R4 = H, R1 = R3 = OH). The Williams' glycine template methodol. was used both for the introduction of a stereogenic at the ?-position and for an easy protection of the amino acidic functionalities during the synthesis of the dimeric amino acids.
collagen cross link ; hydroxylysinonorleucine ; Williams glycine template
Settore BIO/10 - Biochimica
2005
Article (author)
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/8541
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