64471-88-1

Basic information

• Product Name: L-Proline, N-[(1,1-dimethylethoxy)carbonyl]-D-phenylalanyl-, phenylmethyl ester
• CAS NO: 64471-88-1
• Molecular Formula: C26H32N2O5
• Molecular Weight: 452.55
• Mol File: 64471-88-1.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: L-Proline, N-[(1,1-dimethylethoxy)carbonyl]-D-phenylalanyl-, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Proline, N-[(1,1-dimethylethoxy)carbonyl]-D-phenylalanyl-, phenylmethyl ester(64471-88-1)
• EPA Substance Registry System: L-Proline, N-[(1,1-dimethylethoxy)carbonyl]-D-phenylalanyl-, phenylmethyl ester(64471-88-1)

Safety Data

• Hazardous Substances Data: 64471-88-1(Hazardous Substances Data)

Upstream product

• 18942-49-9 Boc-D-Phe-OH 
• 41324-66-7 H-Pro-OBzl 
• 37787-77-2 Boc-L-proline benzyl ester 
• 16652-71-4 benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride 

Downstream Products

• 144073-32-5 Cbz-D-Phe-Ile-D-Pip-L-Pip-D-Phe-Pro-OCH₂Ph 
• 1027960-43-5 D-Phe-Ile-D-Pip-L-Pip-D-Phe-Pro-OH 
• 127819-89-0 cyclo- 
• 1027216-94-9 Ile-D-Pip-L-Pip-D-Phe-Pro-OCH₂Ph 
• 1026676-51-6 D-Pip-L-Pip-D-Phe-L-Pro-OCH₂Ph 
• 1027545-12-5 L-Pip-D-Phe-L-Pro-OCH₂Ph 
• 133693-06-8 HCl*H-Val-D-Lys(Z)-Leu-D-Phe-Pro-OH 
• 133693-04-6 Boc-Val-D-Lys(Z)-Leu-D-Phe-Pro-OH 
• 133693-05-7 Boc-Val-D-Lys(Z)-Leu-D-Phe-Pro-ONSu 
• 133693-03-5 Boc-Val-D-Lys(Z)-Leu-D-Phe-Pro-OBzl 
• 124511-36-0 Z-Tyr-Val-Pro-Leu-D-Phe-Pro-OBzl 
• 124456-01-5 Z-D-Tyr-Val-Pro-Leu-D-Phe-Pro-OBzl 
• 124511-35-9 HCl*H-Val-Pro-Leu-D-Phe-Pro-OBzl 
• 124511-37-1 L-Tyr-Val-Pro-Leu-D-Phe-Pro 

Relevant articles and documents

Enhancement of hydrophobic interactions and hydrogen bond strength by cooperativity: Synthesis, modeling, and molecular dynamics simulations of a congeneric series of thrombin inhibitors

Accurately predicting the binding affinity of ligands to their receptors by computational methods is one of the major challenges in structure-based drug design. One of the potentially significant errors in these predictions is the common assumption that the ligand binding affinity contributions of noncovalent interactions are additive. Herein we present data obtained from two separate series of thrombin inhibitors containing hydrophobic side chains of increasing size that bind in the S3 pocket and with, or without, an adjacent amine that engages in a hydrogen bond with Gly 216. The first series of inhibitors has a m-chlorobenzyl moiety binding in the S1 pocket, and the second has a benzamidine moiety. When the adjacent hydrogen bond is present, the enhanced binding affinity per ?2 of hydrophobic contact surface in the S3 pocket improves by 75% and 59%, respectively, over the inhibitors lacking this hydrogen bond. This improvement of the binding affinity per ?2 demonstrates cooperativity between the hydrophobic interaction and the hydrogen bond.

Molecular design and structure - Activity relationships leading to the potent, selective, and orally active thrombin active site inhibitor BMS-189664

A series of structurally novel small molecule inhibitors of human α-thrombin was prepared to elucidate their structure-activity relationships (SARs), selectivity and activity in vivo. BMS-189664 (3) is identified as a potent, selective, and orally active reversible inhibitor of human α-thrombin which is efficacious in vivo in a mouse lethality model, and at inhibiting both arterial and venous thrombosis in cynomolgus monkey models.

Synthesis and properties of gramicidin S analogs containing D-Lys residue in place of Orn residue

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