887707-95-1

Basic information

• Product Name: BOC-THR(VAL-FMOC)-OH
• Synonyms: BOC-THR(VAL-FMOC)-OH;Boc-Thr(Fmoc-Val)-OH;(Tert-Butoxy)Carbonyl Thr((9H-Fluoren-9-yl)MethOxy]Carbonyl Val)-OH
• CAS NO: 887707-95-1
• Molecular Formula: C29H36N2O8
• Molecular Weight: 540.609
• Mol File: 887707-95-1.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: BOC-THR(VAL-FMOC)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-THR(VAL-FMOC)-OH(887707-95-1)
• EPA Substance Registry System: BOC-THR(VAL-FMOC)-OH(887707-95-1)

Safety Data

• Hazardous Substances Data: 887707-95-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
BOC-THR(VAL-FMOC)-OH is used as a synthetic building block for the creation of complex peptide structures. Its dual protection groups facilitate the controlled synthesis of peptides with specific functionalities, which are essential in the development of new drugs and therapeutic agents.
Used in Biochemical Research:
BOC-THR(VAL-FMOC)-OH is used as a research tool for studying peptide synthesis mechanisms and the role of protection groups in peptide chemistry. BOC-THR(VAL-FMOC)-OH aids in understanding the intricacies of peptide folding, stability, and interactions with other biomolecules, which is crucial for advancing our knowledge in biochemistry and molecular biology.
Used in Peptide Synthesis Education:
BOC-THR(VAL-FMOC)-OH is used as an educational aid in teaching the principles of peptide synthesis, including the importance of protection groups and the strategies employed in constructing complex peptide chains. BOC-THR(VAL-FMOC)-OH serves as a practical example for students to learn and apply theoretical concepts in a laboratory setting.

Upstream product

• 545432-97-1 allyl (2S,3R)-2-(tert-butoxycarbonylamino)-3-hydroxybutanoate 
• 2592-18-9 Boc-Thr-OH 
• 140422-54-4 N-(tert-butyloxycarbonyl)-threonine benzyl ester 
• 68858-20-8 Fmoc-Val-OH 

Relevant articles and documents

'O-Acyl isopeptide method' for the efficient synthesis of difficult sequence-containing peptides: use of 'O-acyl isodipeptide unit'

A novel 'O-acyl isodipeptide unit', Boc-Thr(Fmoc-Val)-OH 5 has been successfully used for the efficient synthesis of a difficult sequence-containing pentapeptide based on the 'O-acyl isopeptide method', in which racemization-inducible esterification could

Total Synthesis of the Potent Marine-Derived Elastase Inhibitor Lyngbyastatin 7 and in Vitro Biological Evaluation in Model Systems for Pulmonary Diseases

Lyngbyastatin 7 (1) is a marine cyanobacteria-derived lariat-type cyclic depsipeptide of which the macrocyclic core possesses modified amino acids, including a featured 3-amino-6-hydroxy-2-piperidone (Ahp) moiety and a (Z)-2-amino-2-butenoic acid (Abu) moiety. The first total synthesis of 1 was successfully established via 31 steps, and the conditions of several crucial steps were optimized to ensure smooth operations. The previously reported structural assignment and elastase inhibitory activity of the isolated natural product were confirmed. According to the extensive in vitro biological evaluation, compound 1 displayed low nanomolar IC50 in blocking elastase activity and strong ability in protecting bronchial epithelial cells against elastase-induced antiproliferation and abrogating the elastase-triggered induction of pro-inflammatory cytokine expression. Its overall performance was superior over sivelestat, the only approved small molecule drug targeting elastase, which indicated its potential in developing as a pharmacotherapeutic against elastase-mediated pathologies. The success in total synthesis, designed with a novel convergent strategy, not only overcame the supply issue for thorough preclinical studies but also paved the way for convenient synthesis of analogues with improved potency and druglike properties.

NOVEL ISODIPEPTIDE

An isodipeptide of the following formula (1) which is a useful synthetic unit for the effective synthetic method for a polypeptide and the like: wherein A is N-protected amino acid residue, Ra is amino protective group, Xa is carboxy