dextro,laevo-proline
DL-2-pyrrolidinecarboxylic acid
Identification
| Name | dextro,laevo-proline |
| IUPAC | pyrrolidine-2-carboxylic acid |
| CAS Number | 609-36-9 |
| EINECS | 210-189-3 |
| FDA UNII | DCS9E77JPQ |
| Molecular Formula | C5 H9 N O2 |
| Molecular Weight | 115.13213000 |
| MDL Number | MFCD00005250 |
| Nikkaji Number | J1.287D |
| Beilstein | 0080812 |
| XlogP3 | -2.50 (est) |
Regulatory
Physical Properties
| Appearance | colorless crystals (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 205.00 °C. @ 760.00 mm Hg |
| Soluble in | water, 1.313e+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 dextro,laevo-proline usage levels up to | not for fragrance use. |
| Recommendation for dextro,laevo-proline flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
DL-
proline
proline DL-form
proline, DL-
2-
pyrrolidine carboxylic acid
pyrrolidine-2-carboxylic acid
(+/-)-
pyrrolidine-2-carboxylic acid
(R,S)-
pyrrolidine-2-carboxylic acid
DL-
pyrrolidine-2-carboxylic acid
DL-2-
pyrrolidinecarboxylic acid
PubMed:
Thermodynamic and conformational study of proline stereoisomers.
PubMed:
The γ-aminobutyrate permease GabP serves as the third proline transporter of Bacillus subtilis.
PubMed:
Concise NMR approach for molecular dynamics characterizations in organic solids.
PubMed:
A domino Knoevenagel hetero-Diels-Alder reaction for the synthesis of polycyclic chromene derivatives and evaluation of their cytotoxicity.
PubMed:
L-Proline nutrition and catabolism in Staphylococcus saprophyticus.
PubMed:
Structural characterization and reactivity of gamma-octamolybdate functionalized by proline.
PubMed:
[Ligand exchange chromatographic separation of DL-amino acids based on monodisperse resin-bonded chiral stationary phase].
PubMed:
DL-Proline.
PubMed:
Oxidation of 3,4-dehydro-D-proline and other D-amino acid analogues by D-alanine dehydrogenase from Escherichia coli.
PubMed:
Probing the reaction pathways of DL-proline on TiO2 (001) single crystal surfaces.
PubMed:
Transport of pharmacologically active proline derivatives by the human proton-coupled amino acid transporter hPAT1.
PubMed:
Identification of regions of the tomato gamma-glutamyl kinase that are involved in allosteric regulation by proline.
PubMed:
Dichlorobis(DL-proline-kappaO)zinc(II).
PubMed:
Three modifications in the D and T arms of tRNA influence translation in Escherichia coli and expression of virulence genes in Shigella flexneri.
PubMed:
Chiral polyoxotungstates. 1. Stereoselective interaction of amino acids with enantiomers of [Ce(III)(alpha1-P2W17O61)(H2O)x]7-. The structure of DL-[Ce2(H2O)8(P2W17O61)2]14-.
PubMed:
Accurate experimental electronic properties of dl-proline monohydrate obtained within 1 Day
PubMed:
The influence of proline analogs on bleomycin-induced lung injury in rats.
PubMed:
Purification and Characterization of an l-Amino Amidase from Mycobacterium neoaurum ATCC 25795.
PubMed:
Effect of novel compound, 1-methyl-1-piperidino methane sulfonate (MPMS), on the osmoprotectant activity of glycine betaine, choline and L-proline in Escherichia coli.
PubMed:
Inhibitors of C1q biosynthesis suppress activation of murine macrophages for both antibody-independent and antibody-dependent tumor cytotoxicity.
PubMed:
Effects of inhibitors of C1q biosynthesis on macrophage Fc receptor subclass-mediated antibody-dependent cellular cytotoxicity and phagocytosis.
PubMed:
Energetics of proline racemase: transition-state fractionation factors for the two protons involved in the catalytic steps.
PubMed:
Channel structures in synthetic polypeptides with alternating configurations. Conformational analysis of poly(DL-proline).
PubMed:
Poly(DL-proline), a synthetic polypeptide behaving as an ion channel across bilayer membranes.
PubMed:
Identification of a mutation that relieves gamma-glutamyl kinase from allosteric feedback inhibition by proline.
PubMed:
L-Proline transport in Saccharomyces cerevisiae.
PubMed:
Proline transport in Saccharomyces cerevisiae.
PubMed:
Retrograde amnesia in chicks and mice induced by 3,4-dehydro-DL-proline, a proline analog.
PubMed:
Construction of an L-arginine-producing mutant in Serratia marcescens. Use of the wide substrate specificity of acetylornithinase.
PubMed:
Potential inhibitors of collagen biosynthesis, 4,4-Difluoro-L-proline and 4,4-dimethyl-DL-proline and their activation by prolyl-tRNA ligase.
PubMed:
The use of hydroxy-DL-proline-2-(14)C in the investigation of hydroxyproline metabolism in normal subjects and in patients with renal insufficiency.
PubMed:
Preparation of optically active proline. Optical resolution of N-acyl-DL-proline by preferential crystallization procedure.
PubMed:
Differences in the incorporation of L- and DL-Amino acids into renal tubular cells. An autoradiographic study.
PubMed:
13C magnetic resonance study of the ionization of N-acetyl-DL-proline in aqueous solution.
PubMed:
Induction of prodigiosin biosynthesis after shift-down in temperature of nonproliferating cells of Serratia marcescens.
PubMed:
Proline as an intermediate in the reductive deamination of ornithine to delta-aminovaleric acid.
PubMed:
Effect of structural and stereochemical methylproline isomers on actinomycin biosynthesis.
PubMed:
Purification, properties and comparative specificities of the enzyme prolyl-transfer ribonucleic acid synthetase from Phaseolus aureus and Polygonatum multiflorum.
PubMed:
PROLINE OXIDASES IN HANSENULA SUBPELLICULOSA.
PubMed:
SYNTHESIS OF 4-METHYLENE-DL-PROLINE: A NATURALLY OCCURRING RACEMIC AMINO-ACID.
PubMed:
EFFECT OF 3,4-DEHYDRO-DL-PROLINE ON GROWTH AND PROTEIN SYNTHESIS.
PubMed:
The synthesis of amino acids from 2,3-dihydrofuran DL-ornithine, DL-proline, and DL-alpha-amino-delta-hydroxyvaleric acid.