Merck
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56250

Sigma-Aldrich

trans-4-Hydroxy-L-proline

BioXtra, ≥99.0% (NT)

Synonym(s):
(2S,4R)-4-Hydroxypyrrolidine-2-carboxylic acid, Hyp
Empirical Formula (Hill Notation):
C5H9NO3
CAS Number:
Molecular Weight:
131.13
Beilstein:
81441
Número de EC:
Número MDL:
ID de la sustancia en PubChem:
NACRES:
NA.26

Línea del producto

BioXtra

Nivel de calidad

100

ensayo

≥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 (SO42-): ≤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

application(s)

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

InChI key

PMMYEEVYMWASQN-DMTCNVIQSA-N

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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

Código de clase de almacenamiento

11 - Combustible Solids

WGK

WGK 1

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

Certificate of Analysis

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Certificate of Origin

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