190587-44-1

Basic information

• Product Name: -L-glutamic acid 1-methylamide 5-benzyl ester
• Synonyms: -L-glutamic acid 1-methylamide 5-benzyl ester
• CAS NO: 190587-44-1
• Molecular Weight: 854.01
• Mol File: 190587-44-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: -L-glutamic acid 1-methylamide 5-benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: -L-glutamic acid 1-methylamide 5-benzyl ester(190587-44-1)
• EPA Substance Registry System: -L-glutamic acid 1-methylamide 5-benzyl ester(190587-44-1)

Safety Data

• Hazardous Substances Data: 190587-44-1(Hazardous Substances Data)

Upstream product

• 147471-66-7 (S)-4-tert-Butoxycarbonylamino-5-ethoxycarbonyloxy-5-oxo-pentanoic acid benzyl ester 
• 13574-13-5 Boc-Glu(OBzl)-OH 
• 56698-52-3 benzyl N-tert-butyloxycarbonyl-L-γ-glutamate α-N-methylamide 
• 82594-35-2 (S)-4-Amino-4-methylcarbamoyl-butyric acid benzyl ester 
• 3262-72-4 (R)-N-tert-butoxycarbonyl serine 
• 127061-08-9 2,3,4-tri-O-benzyl-L-fucopyranosyl fluoride 
• 190586-78-8 N-tert-butoxycarbonyl-D-seryl-L-glutamic acid 1-methylamide 5-benzyl ester 

Downstream Products

• 1053633-94-5 -L-glutamic acid 1-methylamide 5-benzyl ester 
• 216309-93-2 -L-glutamic acid 1-methylamide 5-benzyl ester 
• 190587-51-0 (S)-4-[(R)-2-Amino-3-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propionylamino]-4-methylcarbamoyl-butyric acid benzyl ester 

Relevant articles and documents

Studies on selectin blockers. 7. Structure-activity relationships of sialyl Lewis X mimetics based on modified ser-glu dipeptides

We have previously found that heterochiral fucodipeptides, L-Ser-D-Glu (3a) and D-Ser-L-Glu (3b), exhibited up to 20-100 times more potency than a sialyl Lewis X (sLe(X), 1) and a 3'sulfated Lewis X analogue (2) toward E- selectin binding and have also proposed, from molecular dynamics calculation, that their strong activities would depend on a possible formation of the type II and/or type II' β-turn of compounds 3a,b (Tsukida, T.; Hiramatsu, Y.; Tsujishita, H.; Kiyoi, T.; Yoshida, M.; Kurokawa, K.; Moriyama, H.; Ohmoto, H.; Wada, Y.; Saito, T.; Kondo, H. J. Med. Chem. 1997, 40, 3534-3541). To clarify our hypothesis, we synthesized several analogues of compounds 3a,b and investigated their structure-activity relationships. As a result, it was indicated that the type II and/or type II' β-turn conformation would be a comparatively tight form and would play important roles in favorable binding to E-selectin. These findings indicate that sLe(X) mimetics with type II and type II' β-turn dipeptides could be a useful methodology for the design of an active selectin blocker.