L-Prolin

proline dl-form

HCID 614CAS 147-85-3

Grundinformationen

Standard-SMILES
O=C(O)C1CCCN1
InChIKey
ONIBWKKTOPOVIA-UHFFFAOYSA-N
Summenformel
C5H9NO2
Durchschnittliche Molmasse
115,13 g/mol
Monoisotopische Masse
115,06332853

Überblick

Proline is an alpha-amino acid that is pyrrolidine bearing a carboxy substituent at position 2. It has a role as a human metabolite and a Daphnia magna metabolite. It is an alpha-amino acid and a member of pyrrolidines. It is a conjugate base of a prolinium. It is a conjugate acid of a prolinate.

Namen und Bezeichner

Bevorzugter Name
proline dl-form
IUPAC
pyrrolidine-2-carboxylic acid
Lokaler Name
L-Prolin
Englischer Name
L-Proline
Summenformel
C5H9NO2
Molmasse
115.13

Namen und Synonyme

609-36-9Proline, DL-Proline DL-formUNII-DCS9E77JPQDCS9E77JPQCCRIS 8602EINECS 210-189-3NSC 97923NSC-97923PROLINE DL-FORM [MI]2-PYRROLIDINYLCARBOXYLIC ACID(+-)-proline
Weitere Namen anzeigen
PROH-PRO-OHL-PROl-prolinL-Pro-OH2-pyrrolidinecarboxylic acid(S)-PYRROLIDINE-2-CARBOXYLIC ACID(2S)-pyrrolidine-2-carboxylic acidL-PolineH-L-PRO-OH
RefChem:202730210-189-3DL-Prolinepyrrolidine-2-carboxylic acidH-DL-Pro-OHD-Pyrrolidine-2-carboxylic acidMFCD000052502-Pyrrolidine carboxylic acid

Datenbank-Bezeichner

CAS
147-85-3、609-36-9
PubChem CID
614
DTXSID
DTXSID9041104
ChEBI
CHEBI:26271
UNII
DCS9E77JPQ
EC Number
210-189-3
Nikkaji
J1.287D

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-2,5
Polarare Oberfläche (TPSA)
49,3 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
1
Schwere Atome
8

Experimentelle und physikochemische Eigenschaften

Chemical ClassesBiological Agents -> Amino Acids and Derivatives
DrugsPharmaceuticals
Physical DescriptionBeige solid; [Sigma-Aldrich MSDS]

Physikochemische Eigenschaften

Schmelzpunkt
228 °C · 228 °C (dec.) (lit.)
Siedepunkt
215.41 °C · 215.41°C (rough estimate)
Dichte
1.35 · 1.35
Dampfdruck
0 Pa · 0Pa at 25℃
FEMA
3319 · 3319 | L-PROLINE
Brechungsindex
-85 ° · -85 ° (C=4, H2O)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 3 Einträge

This chemical does not meet GHS hazard criteria for 95.5% (21 of 22) of all reports.

Not Classified

Aggregated GHS information provided per 22 reports by companies from 2 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Regulatory InformationChemical: DL-Proline
Other Safety InformationIMAP assessments - DL-Proline: Environment tier I assessment
Hazards SummaryMay cause irritation; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesNot Classified

Sicherheitsdaten

F
3-10
wgk
3
tsca
TSCA listed
hs_code
29339990
RTECS-Nr.
TW3584000
risk_code
36/37/38-22

Chemie und Industrie

Verwendung und Herstellung

UsesProline is a non-essential amino acid; [Merck Index]
Household ProductsInformation on 32 consumer products that contain Proline in the following categories is provided:
Use ClassificationFlavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing InformationProline: ACTIVE

Anwendungen

OccurrenceReported found as a component in many proteins; also widely occurring as the free acid in natural products. A major constituent of collagen, the main fibrous protein found in bone, cartilage and other connective tissue.

VerwendenL-Proline is an amino acid and precursor (with vitamin C) for collagen, the building block of the structure of tendons, ligaments, arteries, veins and muscles. It is important in wound healing.

Darstellung · 1 Eintrag

synthetischeSynthesis of L-proline: Using glutamic acid as a raw material, it is esterified with absolute ethanol under the catalysis of sulfuric acid, and triethanolamine is added to free the aminosulfate to obtain glutamic acid-δ-ethyl ester. The glutamic acid-δ-ethyl ester is then reduced with a metal reducing agent potassium borohydride to obtain crude proline, which is finally separated and purified to obtain crude L-proline.

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陕西晨明生物科技有限公司15529026321
Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: L-proline is pyrrolidine in which the pro-S hydrogen at position 2 is substituted by a carboxylic acid group. L-Proline is the only one of the twenty DNA-encoded amino acids which has a secondary amino group alpha to the carboxyl group. It is an essential component of collagen and is important for proper functioning of joints and tendons. It also helps maintain and strengthen heart muscles. It has a role as a micronutrient, a nutraceutical, an algal metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite, a mouse metabolite and a member of compatible osmolytes. It is a glutamine family amino acid, a proteinogenic amino acid, a proline and a L-alpha-amino acid. It is a conjugate base of a L-prolinium. It is a conjugate acid of a L-prolinate. It is an enantiomer of a D-proline. It is a tautomer of a L-proline zwitterion.

Zugehörige Reaktionen

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