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
Weitere Namen anzeigen
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
- Formalladung
- 0
- Komplexität
- 103
Experimentelle und physikochemische Eigenschaften
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℃)
- Farbe
- White
- PH
- 6 · 6.0-7.0 (25℃, 1M in H2O)
- Geruch (Odor)
- 100 % · at 100.00 %. odorless
- Geruchsart
- odorless
- Biologische Quelle
- synthetic
- Wasserlöslichkeit
- soluble
- JECFA Number
- 1425 · 1425
- Merck
- 14 · 14,7780
- BRN
- 80810 · 80810
- Stabilität
- Stable. Incompatible with strong oxidizing agents.
- Kosmetik-Inhaltsstoffe Funktionen
- SKIN CONDITIONINGHAIR CONDITIONING
- InChI
- 1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1
- InChIKey
- ONIBWKKTOPOVIA-UHFFFAOYSA-N
- SMILES
- OC(=O)[C@@H]1CCCN1
- LogP
- -2.54 at · -2.54 at 20℃
- CAS Datenbank
- 147 · 147-85-3(CAS DataBase Reference)
- NIST chemische Informationen
- Proline(147-85-3)
- EPA chemische Informationen
- L-Proline (147-85-3)
Sicherheit und Regulatorisches
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
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
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
Nachgelagerte Produkte
Anbieter50 Anbieter
Ergänzende Hinweise
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.
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