56250

Trans-4-Hydroxy-L-Prolin

≥99.0% (NT), BioXtra

• Synonym(e): (2S,4R)-4-Hydroxy-pyrrolidin-2-carbonsäure, Hyp
• Empirische Formel (Hill-System): C₅H₉NO₃
• CAS-Nummer: 51-35-4
• Molekulargewicht: 131.13
• Beilstein: 81441
• EG-Nummer: 200-091-9
• MDL-Nummer: MFCD00064320
• UNSPSC-Code: 12352209
• PubChem Substanz-ID: 57651574
• NACRES: NA.26

Eigenschaften

• product name: Trans-4-Hydroxy-L-Prolin, BioXtra, ≥99.0% (NT)
• Produktlinie: BioXtra
• Qualitätsniveau: 100
• Assay: ≥99.0% (NT)
• Form: solid
• Optische Aktivität: [α]20/D −76.0±1.5°, c = 5% in H₂O
• Verunreinigungen: ≤0.3% foreign amino acids
• Glührückstand: ≤0.1% (as SO₄)
• Verlust: ≤0.1% loss on drying, 110 °C
• Farbe: colorless to white
• mp (Schmelzpunkt): 273 °C (dec.) (lit.)
• Anionenspuren: chloride (Cl^-): ≤100 mg/kg; sulfate (SO₄^2-): ≤100 mg/kg
• Kationenspuren: 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
• Anwendung(en): peptide synthesis
• SMILES String: 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
• InChIKey: PMMYEEVYMWASQN-DMTCNVIQSA-N

Beschreibung

Biochem./physiol. Wirkung

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.

Sonstige Hinweise

natürliche Komponente von tierischen Proteinen wie Collagen und Elastin

Enzymes and intermediates of hydroxyproline degradation

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 1
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)