cis-4-hydroxy-dextro-proline

D-proline, 4-hydroxy-, (4R)-

CAS: 2584-71-6 C5 H9 N O3 MW: 131.13133000

Identification

Namecis-4-hydroxy-dextro-proline
IUPAC(2R,4R)-4-hydroxypyrrolidine-2-carboxylic acid
CAS Number2584-71-6
EINECS219-963-5
FDA UNIISearch
Molecular FormulaC5 H9 N O3
Molecular Weight131.13133000
MDL NumberMFCD00005252
Nikkaji NumberJ192.095B
Beilstein0081439

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 243.00 °C. @ 760.00 mm Hg
Boiling Point 355.20 °C. @ 760.00 mm Hg (est)
Flash Point 335.00 °F. TCC ( 168.60 °C. ) (est)
logP (o/w) -1.840 (est)
Soluble in water, 3.947e+005 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryinformation only not used for fragrances or flavors
Recommendation for cis-4-hydroxy-dextro-proline usage levels up tonot for fragrance use.
Recommendation for cis-4-hydroxy-dextro-proline flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

not found in nature

Synonyms

(2R,4R)-(+)-4- hydroxy-2-pyrrolidine carboxylic acid (4R)-4- hydroxy-D-proline cis-4- hydroxy-D-proline dextro-allo- hydroxyproline (2R,4R)-4- hydroxypyrrolidine-2-carboxylic acid D- proline, 4-hydroxy-, (4R)- PubMed: Identification and characterization of trans-3-hydroxy-l-proline dehydratase and Δ(1)-pyrroline-2-carboxylate reductase involved in trans-3-hydroxy-l-proline metabolism of bacteria. PubMed: Promotion of cardiac differentiation of brown adipose derived stem cells by chitosan hydrogel for repair after myocardial infarction. PubMed: Stemness and transdifferentiation of adipose-derived stem cells using L-ascorbic acid 2-phosphate-induced cell sheet formation. PubMed: Discovery of new enzymes and metabolic pathways by using structure and genome context. PubMed: Control of hydroxyproline catabolism in Sinorhizobium meliloti. PubMed: Identification of a hydroxyproline transport system in the legume endosymbiont Sinorhizobium meliloti. PubMed: Substrate specificity of the amino acid transporter PAT1. PubMed: Collagen synthesis is required for ascorbic acid-enhanced differentiation of mouse embryonic stem cells into cardiomyocytes. PubMed: Oxidation of 3,4-dehydro-D-proline and other D-amino acid analogues by D-alanine dehydrogenase from Escherichia coli. PubMed: Transport of pharmacologically active proline derivatives by the human proton-coupled amino acid transporter hPAT1. PubMed: Synthesis and evaluation of novel pyrrolidinyl sordaricin derivatives as antifungal agents. PubMed: Pyrrolidine PNA: a novel conformationally restricted PNA analogue. PubMed: Further study on the specificity of D-amino acid oxidase and D-aspartate oxidase and time course for complete oxidation of D-amino acids. PubMed: Synthesis and biological evaluation of 4-purinylpyrrolidine nucleosides. PubMed: Conformationally defined neurotransmitter analogues. Selective inhibition of glutamate uptake by one pyrrolidine-2,4-dicarboxylate diastereomer. PubMed: Proline and proline derivatives as anticonvulsants. PubMed: Induction of endothelial cell migration by proline analogs and its relevance to angiogenesis. PubMed: Biosynthesis of trans-4-hydroxy-L-proline by Streptomyces griseoviridus. PubMed: Epimerization of trans-4-hydroxy-L-proline to cis-4-hydroxy-D-proline during acid hydrolysis of collagen.