L-Prolin
proline dl-form
Grundinformationen
- CAS
147-85-3- 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 8602(+-)-proline2-PYRROLIDINYLCARBOXYLIC ACIDEINECS 210-189-3NSC 97923NSC-97923PROLINE DL-FORM [MI]
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 acidHpro2-Pyrrolidine carboxylic acid
Datenbank-Bezeichner
- CAS
147-85-3、609-36-9- PubChem CID
- 614
- DTXSID
DTXSID9041104- ChEBI
CHEBI:26271- UNII
- DCS9E77JPQ
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
- Formalladung
- 0
- Komplexität
- 103
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)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- 2 O: · H2O: 50 mg/mL
- Aggregatzustand
- powder
- pka
- 1.95 · 1.95, 10.64(at 25℃)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
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
- Toxizität
- LD50 orally in Rabbit: > 5110 mg/kg
- hazard_code
- Xi,Xn
- safety_code
- 24/25-36/37/39-26
- Speicherklasse
- 13 - Non Combustible Solids
- Giftige Stoffe Daten
- 147-85-3(Hazardous Substances Data)
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
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.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Zugehörige Reaktionen
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