52899-09-9

Usage

Uses

Used in Pharmaceutical Industry:
H-PRO-VAL-OH is used as a building block for the synthesis of various pharmaceuticals and organic compounds, contributing to the development of new drugs and therapeutic agents.
Used in Peptide Synthesis:
H-PRO-VAL-OH is used as a key component in peptide synthesis, which is essential for the production of peptides that play a significant role in numerous biological and medicinal processes.
Used in Asymmetric Synthesis:
Due to its chiral nature, H-PRO-VAL-OH is utilized as an important reagent in asymmetric synthesis, enabling the creation of enantiomerically pure compounds with specific biological activities.
Used in Chiral Catalysis:
H-PRO-VAL-OH is employed in chiral catalysis, a process that involves the use of chiral catalysts to control the stereochemistry of chemical reactions, leading to the production of enantiomerically enriched products.

InChI:InChI=1/C8H17NO2/c1-4-5-9-7(6(2)3)8(10)11/h6-7,9H,4-5H2,1-3H3,(H,10,11)/t7-/m0/s1

Upstream product

• 640-68-6 D-Val-OH 
• 72-18-4 L-valine 
• 21285-27-8 (2S)-2-[({(2S)-1-[(benzyloxy)carbonyl]tetrahydro-1H-pyrrol-2-yl}carbonyl)amino]-3-methylbutanoic acid 
• 4070-48-8 L-Valine methyl ester 
• 61350-60-5 (S)-benzyloxycarbonyl-proline acid chloride 
• 2874-20-6 benzyloxycarbonyl-L-prolin-L-valin methyl ester 

Downstream Products

• 105590-94-1 methyl N-4-chlorobenzoyl-L-prolyl-L-valinate 
• 2854-40-2 cyclo-L-prolyl-L-valine 

Relevant academic research and scientific papers

A novel cyanobacterial nostocyclopeptide is a potent antitoxin against microcystins

Cyanobacterial hepatotoxins (microcystins and nodularins) cause numerous animal poisonings worldwide each year and are threats to human health. However, we found that extracts from several cyanobacteria isolates failed to induce hepatotoxicity even if they contained high concentrations of the liver toxin microcystin. The antitoxic activity abolishes all morphological hallmarks of microcystin-induced apoptosis, and therefore invalidates cell-based assays of the microcystin content of bloom-forming cyanobacteria. The antitoxin was purified from a cyanobacterial isolate (Nostoc sp. XSPORK 13A) from the Baltic Sea, and the activity was shown to reside in a novel cyclic peptide of the nostocyclopeptide family (nostocyclopeptide M1, Ncp-M1) that consists of seven amino acids (Tyr1-Tyr2-D-HSe3-L-Pro 4-L-Val5-(2S,4S)-4-MPr6-Tyr7; M W=881) with an imino linkage between Tyr1 and Tyr7. Ncp-M1 did not compete with labelled microcystin for binding to protein phosphatase 2A; this explains why the antitoxin did not interfere with phosphatase-based microcystin assays. Currently used agents that interfere with microcystin action, such as inhibitors of ROS formation, microcystin uptake and Cam-kinase activity, are themselves inherently toxic. Since Ncp-M1 is potent and nontoxic it promises to become a useful mechanistic tool as soon as its exact cellular target is elucidated.

Synthesis of proline-derived dipeptides and their catalytic enantioselective direct aldol reactions: Catalyst, solvent, additive and temperature effects

A series of dipeptides of l-proline-l-amino acid and l-proline-d-amino acid were synthesized to evaluate the catalytic effect for asymmetric direct aldol reactions. In the direct aldol reaction, a catalyst of l-proline-l-amino acid achieves better enantioselectivity than the corresponding l-proline-d-amino acid catalyst. Solubility of the dipeptide catalysts in the solvents is a key point for achieving a better yield of the direct aldol reaction, while hydrogen bonding of solvent does not play an important role in attaining better enantioselectivity and yield. Yield and enantioselectivity of the direct aldol reaction in water were improved by NMM and SDS additives, but the results that were done in plain DMSO were even better.

Hirudin/polyalkylene glycol conjugates and hirudin muteins

Hirudin/polyalkylene glycol derivatives of the formula and hirudin muteins and the preparation thereof are described. The compounds are suitable for controlling diseases.