56250

trans-4-Hydroxy-L-proline

≥99.0% (NT), BioXtra

• Sinónimos: (2S,4R)-4-Hydroxypyrrolidine-2-carboxylic acid, Hyp
• Fórmula empírica (notación de Hill): C₅H₉NO₃
• Número de CAS: 51-35-4
• Peso molecular: 131.13
• Beilstein: 81441
• Número CE: 200-091-9
• Número MDL: MFCD00064320
• Código UNSPSC: 12352209
• ID de la sustancia en PubChem: 57651574
• NACRES: NA.26

Propiedades

• product name: trans-4-Hydroxy-L-proline, BioXtra, ≥99.0% (NT)
• Línea del producto: BioXtra
• Nivel de calidad: 100
• Análisis: ≥99.0% (NT)
• formulario: solid
• actividad óptica: [α]20/D −76.0±1.5°, c = 5% in H₂O
• impurezas: ≤0.3% foreign amino acids
• residuo de ign.: ≤0.1% (as SO₄)
• pérdida: ≤0.1% loss on drying, 110 °C
• color: colorless to white
• mp: 273 °C (dec.) (lit.)
• trazas de anión: chloride (Cl^-): ≤100 mg/kg; sulfate (SO₄^2-): ≤100 mg/kg
• trazas de catión: 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
• aplicaciones: peptide synthesis
• cadena 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
• Clave InChI: PMMYEEVYMWASQN-DMTCNVIQSA-N

Descripción

Acciones bioquímicas o fisiológicas

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.

Otras notas

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

Enzymes and intermediates of hydroxyproline degradation

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 1
• Equipo de protección personal: Eyeshields, Gloves, type N95 (US)