56250

trans-4-Hydroxy-L-proline

≥99.0% (NT), BioXtra

• Synonyme(s) : (2S,4R)-4-Hydroxypyrrolidine-2-carboxylic acid, Hyp
• Formule empirique (notation de Hill) : C₅H₉NO₃
• CAS Number: 51-35-4
• Poids moléculaire : 131.13
• Beilstein: 81441
• Numéro CE : 200-091-9
• Numéro MDL: MFCD00064320
• Code UNSPSC : 12352209
• ID de substance PubChem : 57651574
• Nomenclature NACRES : NA.26

Propriétés

• Product Name: trans-4-Hydroxy-L-proline, BioXtra, ≥99.0% (NT)
• Gamme de produits: BioXtra
• Niveau de qualité: 100
• Essai: ≥99.0% (NT)
• Forme: solid
• Activité optique: [α]20/D −76.0±1.5°, c = 5% in H₂O
• Impuretés: ≤0.3% foreign amino acids
• Résidus de calcination: ≤0.1% (as SO₄)
• Perte: ≤0.1% loss on drying, 110 °C
• Couleur: colorless to white
• Pf: 273 °C (dec.) (lit.)
• Traces d'anions: chloride (Cl^-): ≤100 mg/kg; sulfate (SO₄^2-): ≤100 mg/kg
• Traces de cations: Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; NH₄⁺: ≤100 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• 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+/m1/s1
• Clé InChI: PMMYEEVYMWASQN-DMTCNVIQSA-N

Description

Actions biochimiques/physiologiques

Trans-4-Hydroxy-L-proline is used as a starting material in the synthesis of (-)-secrinine; the synthesis of prolinol-based nucleotide analogues with N-phosphonomethyl moiety attached to the nitrogen atom of prolinol ring and in asymmetric synthesis of the ABC-ring system of the antitumor antibiotic MPC1001.

Trans-4-Hydroxy-L-proline is used in the organic synthesis of depsilairdin analogues, noncompetitive peptidomimetic inhibitors of multidrug resistance P-glycoprotein and 3-guaninyl-5-hydroxymethyl-2-pyrrolidinone (4) or 3-adeninyl-5-hydroxymethyl-2-pyrrolidinone (5) nucleoside analogues.

Autres remarques

Natural constituent of animal structural proteins such as collagen and elastin.

Enzymes and intermediates of hydroxyproline degradation

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 1
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)