CAS 7669-64-9

Z-Phe-Pro-OH

Description:

The chemical substance referred to as "Z-Phe-Pro-OH" is a peptide derivative, specifically a protected form of the dipeptide phenylalanine-proline. The "Z" indicates that the phenylalanine residue is protected by a benzyloxycarbonyl (Z) group, which is commonly used in peptide synthesis to prevent unwanted reactions at the amino group. The "OH" at the end signifies that the proline residue has a free carboxylic acid group. This compound is often utilized in peptide synthesis and research due to its structural characteristics, which can influence biological activity and stability. The CAS number 7669-64-9 is associated with a different compound, specifically phosphoric acid, which indicates a potential mix-up in the provided information. In general, Z-Phe-Pro-OH is characterized by its ability to participate in peptide bond formation, its solubility in organic solvents, and its role in various biochemical applications, including drug development and protein engineering.

Formula: C₂₂H₂₄N₂O₅

InChI: InChI=1/C22H24N2O5/c25-20(24-13-7-12-19(24)21(26)27)18(14-16-8-3-1-4-9-16)23-22(28)29-15-17-10-5-2-6-11-17/h1-6,8-11,18-19H,7,12-15H2,(H,23,28)(H,26,27)/t18-,19-/m0/s1

InChI key: InChIKey=SLQMUASKUOLVIO-OALUTQOASA-N

SMILES: c1ccc(cc1)C[C@@H](C(=O)N1CCC[C@H]1C(=O)O)N=C(O)OCc1ccccc1

Synonyms:

• (Benzyloxycarbonyl)-<span class="text-smallcaps">L</smallcap>-phenylalanyl-<smallcap>L</span>-proline
• 1-(N-((Phenylmethoxy)carbonyl)-L-phenylalanyl)-L-proline
• <span class="text-smallcaps">L</smallcap>-Proline, 1-[N-[(phenylmethoxy)carbonyl]-<smallcap>L</span>-phenylalanyl]-
• <span class="text-smallcaps">L</smallcap>-Proline, N-[(phenylmethoxy)carbonyl]-<smallcap>L</span>-phenylalanyl-
• N-(Benzyloxycarbonyl)-<span class="text-smallcaps">L</smallcap>-phenylalanyl-<smallcap>L</span>-proline
• N-Carbobenzoxy-<span class="text-smallcaps">L</smallcap>-phenylalanyl-<smallcap>L</span>-proline
• N-[(Phenylmethoxy)carbonyl]-<span class="text-smallcaps">L</smallcap>-phenylalanyl-<smallcap>L</span>-proline
• N-[(benzyloxy)carbonyl]-L-phenylalanyl-L-proline
• N-[(benzyloxy)carbonyl]phenylalanylproline
• NSC 334023
• Proline, 1-(N-carboxy-3-phenyl-<span class="text-smallcaps">L</smallcap>-alanyl)-, N-benzyl ester, <smallcap>L</span>-

Z-Phe-Pro-OH

CAS: 7669-64-9

Z-Phe-Pro-OH is a pentafluorophenyl activated solvent. It is an amino acid with a hydrophobic side chain that is able to form amide bonds with nucleophiles such as the chloroformate in the presence of catalytic amounts of sodium methoxide. This reaction yields the product in high yield and purity, while having little to no effect on other amino acids present. Z-Phe-Pro-OH can also be used as a transpeptidase catalyst, which is an enzyme that catalyzes the formation of peptide bonds between two amino acids. The mutant sequence of this enzyme can be isolated by chloroformate mutagenesis, which can then be purified by crystallization techniques.

Formula: C₂₂H₂₄N₂O₅

Purity: Min. 95%

Molecular weight: 396.44 g/mol

Ref: 3D-FP111505