CAS 109425-49-2

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-valyl-L-proline

Description:

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-valyl-L-proline, commonly referred to as Fmoc-Val-Pro, is a chemical compound used primarily in peptide synthesis as a protecting group for amino acids. This compound features a fluorenylmethoxycarbonyl (Fmoc) group, which is a widely utilized protective group due to its stability under basic conditions and ease of removal under mild acidic conditions. The presence of L-valine and L-proline in its structure indicates that it is a dipeptide derivative, contributing to its role in the synthesis of more complex peptides. Fmoc-Val-Pro is typically characterized by its solid-state form, and it is soluble in organic solvents such as dimethylformamide (DMF) and dimethyl sulfoxide (DMSO). Its molecular structure allows for specific interactions in peptide coupling reactions, making it valuable in the field of organic chemistry and biochemistry. The compound is also of interest in drug development and research due to its potential applications in designing peptide-based therapeutics.

Formula: C₂₅H₂₈N₂O₅

InChI: InChI=1S/C25H28N2O5/c1-15(2)22(23(28)27-13-7-12-21(27)24(29)30)26-25(31)32-14-20-18-10-5-3-8-16(18)17-9-4-6-11-19(17)20/h3-6,8-11,15,20-22H,7,12-14H2,1-2H3,(H,26,31)(H,29,30)/t21-,22-/m0/s1

InChI key: InChIKey=PNFSGKNIZOXLKU-VXKWHMMOSA-N

SMILES: C(OC(N[C@H](C(=O)N1[C@H](C(O)=O)CCC1)C(C)C)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3

Synonyms:

• L-Proline, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valyl-
• N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-valyl-L-proline
• L-Proline, 1-[N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valyl]-

Fmoc-Val-Pro-OH

CAS: 109425-49-2

Bachem ID: 4016694.

Formula: C₂₅H₂₈N₂O₅

Purity: 99.3%

Color and Shape: White Powder

Molecular weight: 436.51

Ref: 01-4016694

Fmoc-Val-Pro-OH

CAS: 109425-49-2

Fmoc-Val-Pro-OH

Purity: ≥95%

Molecular weight: 436.50g/mol

Ref: 54-OR36395

Fmoc-Val-Pro-OH

CAS: 109425-49-2

Fmoc-Val-Pro-OH is a low molecular weight amino acid that has anticoagulant properties. It is synthesized by activating the carboxylic acid group of pipecolic acid with an N,N'-dicyclohexylcarbodiimide (DCC) activated ester of thiazolidinecarboxylic acid and then reacting it with a basic amino acid. The resulting product is a peptide consisting of Val, Pro, and OH groups. This compound has been shown to inhibit blood clotting in rats and rabbits. Fmoc-Val-Pro-OH also has been shown to be effective in preventing postoperative blood clots in dogs undergoing surgery for repair of cranial cruciate ligament rupture.

Formula: C₂₅H₂₈N₂O₅

Purity: Min. 95%

Molecular weight: 436.5 g/mol

Ref: 3D-FF111307