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trans-4-Hydroxy-L-proline_Molecular_structure_CAS_51-35-4)
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trans-4-Hydroxy-L-proline

Catalog No. 56250 Name Sigma Aldrich
CAS Number 51-35-4 Website http://www.sigmaaldrich.com
M. F. C5H9NO3 Telephone 1-800-521-8956
M. W. 131.12986 Fax
Purity ≥99.0% (NT) Email
Storage Chembase ID: 91182

SYNONYMS

Title
L-羟基脯氨酸
IUPAC name
(2S,4R)-4-hydroxypyrrolidine-2-carboxylic acid
IUPAC Traditional name
hypro
Synonyms
(2S,4R)-4-羟基吡咯烷-2-羧酸
Hyp
(2S,4R)-4-Hydroxypyrrolidine-2-carboxylic acid

DATABASE IDS

CAS Number 51-35-4
EC Number 200-091-9
PubChem SID 24880041
Beilstein Number 81441
MDL Number MFCD00064320

PROPERTIES

Antion Traces chloride (Cl-): ≤100 mg/kg
Antion Traces sulfate (SO42-): ≤100 mg/kg
Cation Traces Ca: ≤10 mg/kg
Cation Traces Cd: ≤5 mg/kg
Cation Traces Co: ≤5 mg/kg
Cation Traces Cr: ≤5 mg/kg
Cation Traces Cu: ≤5 mg/kg
Cation Traces Fe: ≤5 mg/kg
Cation Traces K: ≤50 mg/kg
Cation Traces Mg: ≤5 mg/kg
Cation Traces Mn: ≤5 mg/kg
Cation Traces NH4+: ≤100 mg/kg
Cation Traces Na: ≤50 mg/kg
Cation Traces Ni: ≤5 mg/kg
Cation Traces Pb: ≤5 mg/kg
Cation Traces Zn: ≤5 mg/kg
Empirical Formula (Hill Notation) C5H9NO3
Ignition Residue ≤0.1% (as SO4)
Impurities ≤0.3% foreign amino acids
Loss on Drying ≤0.1% loss on drying, 110 °C
Product Line BioXtra
Purity ≥99.0% (NT)
Melting Point 273 °C (dec.)(lit.)
Optical Rotation [α]20/D -76.0±1.5°, c = 5% in H2O
MSDS Link Download
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
German water hazard class 3

DETAILS

Description (English)
Other Notes
Natural constituent of animal structural proteins such as collagen and elastin.
Enzymes and intermediates of hydroxyproline degradation1
Biochem/physiol Actions
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.
Description (简体中文)
Other Notes
动物结构蛋白(如胶原和弹性蛋白)的天然成分。
Enzymes and intermediates of hydroxyproline degradation1
Biochem/physiol Actions
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.

REFERENCES