H1637

cis-4-Hydroxy-L-proline

collagen synthesis inhibitor

• Synonyme(s) : (2S,4S)-(−)-4-Hydroxy-2-pyrrolidinecarboxylic acid, CHP
• Formule empirique (notation de Hill) : C₅H₉NO₃
• CAS Number: 618-27-9
• Poids moléculaire : 131.13
• Beilstein: 81440
• Numéro CE : 210-542-1
• Numéro MDL: MFCD00064319
• Code UNSPSC : 12352209
• eCl@ss : 32160406
• ID de substance PubChem : 24895470
• Nomenclature NACRES : NA.26

Propriétés

• Niveau de qualité: 100
• Essai: ≥98% (TLC)
• Forme: powder
• Technique(s): ligand binding assay: suitable
• Couleur: white to faint yellow
• Pf: 257 °C (dec.) (lit.)
• Application(s): peptide synthesis
• Chaîne SMILES: O[C@@H]1CN[C@@H](C1)C(O)=O
• InChI: 1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4-/m0/s1
• Clé InChI: PMMYEEVYMWASQN-IMJSIDKUSA-N

Description

Application

cis-4-Hydroxy-L-proline (CHP) is a proline analog that inhibits collagen synthesis and has been used as an anticancer compound. CHP blocked myotube formation and expression of sarcomeric myosin heavy chain in C2C12 murine skeletal muscle cells. CHP inhibited proliferation of murine Panc02 pancreatic carcinoma cell line and rat pancreatic carcinoma cell line DSL6A.

Actions biochimiques/physiologiques

cis-4-Hydroxy-L-proline (CHP) and its derivatives may have anticancer activity. cis-4-Hydroxy-L-proline and other hydrosyl-L-prolines are important intermediates for chiral synthesis of potential drugs.

Autres remarques

Constituent of Amanita sp. peptide toxins but not of animal proteins like collagen.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)