cis-4-hydroxy-dextro-proline
D-proline, 4-hydroxy-, (4R)-
Identification
| Name | cis-4-hydroxy-dextro-proline |
| IUPAC | (2R,4R)-4-hydroxypyrrolidine-2-carboxylic acid |
| CAS Number | 2584-71-6 |
| EINECS | 219-963-5 |
| FDA UNII | Search |
| Molecular Formula | C5 H9 N O3 |
| Molecular Weight | 131.13133000 |
| MDL Number | MFCD00005252 |
| Nikkaji Number | J192.095B |
| Beilstein | 0081439 |
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 SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | information only not used for fragrances or flavors |
| Recommendation for cis-4-hydroxy-dextro-proline usage levels up to | not for fragrance use. |
| Recommendation for cis-4-hydroxy-dextro-proline flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
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 Î(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.