HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
L-4-Hydroxyprolin
Hyp · TRANS-4-HYDROXY-L-PROLINE · HYDROXYPROLINE · (2S,4R)-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID · 4-HYDROXY-L-PROLINE · 4-Hydroxyproline · H-HYP-OH · 4R-4-hydroxyproline
Identifikatoren & physikalische Daten
| CAS No. | 51-35-4 |
|---|---|
| Summenformel | C5H9NO3 |
| Durchschnittliche Molmasse | 131,13 g/mol |
| Monoisotopische Masse | 131,05824315 g/mol |
| SMILES | O=C(O)[C@@H]1C[C@@H](O)CN1 |
| InChIKey | PMMYEEVYMWASQN-DMTCNVIQSA-N |
| PubChem CID | 5810 |
| ChEMBL | CHEMBL352418 |
| ChEBI | CHEBI:18095 |
| EC No. | 200-091-9 |
| DTXSID | DTXSID10883225 |
| Lokaler Name | L-4-Hydroxyprolin |
Chemische & physikalische Eigenschaften
| XLogP | -3,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 69,6 |
| H-Brücken-Donoren | 3 |
| H-Brücken-Akzeptoren | 4 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 125 |
| Stoffklassen | Biological Agents -> Amino Acids and Derivatives |
| Arzneimittel | Pharmaceuticals -> Listed in ZINC15 |
| Kosmetika | Skin conditioningSurfactantAntistaticHair conditioning |
| LogP (Verteilungskoeffizient) | -3.17 |
| Lebensmittelzusatzstoffe | Use unspecified -> FDA Substance added to food |
| Löslichkeit | Soluble in water at 0, 25, 50, and 60 °C361 mg/mL at 25 °CH2O: 50 mg/mL357.8 g/L (20 º C) |
| Siedepunkt | Decomposes242.42°C (rough estimate) |
| Schmelzpunkt | 274°C274 - 275 °C273 °C (dec.)(lit.) |
| Physical Description | Solid[Merck Index] White crystalline powder[Alfa Aesar MSDS] |
| Dissociation Constants | pK1′ 1.82 and pK2′ 9.65 |
| Collision Cross Section | 130.23 Ų [M+H]+ [CCS Type: DTMethod: stepped-field]139.3 Ų [M+Na]+ [CCS Type: DTMethod: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]122 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine]128.1 Ų [M+H]+ [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)]127.9 Ų [M+H]+ |
| Dichte | 1.3121 (rough estimate) |
| Dampfdichte | 4.5 (vs air) |
| Brechungsindex | -75.5 ° (C=4, H2O) |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Crystals or Crystalline Powder |
| pKa (Säurekonstante) | 1.82, 9.66(at 25℃) |
| Farbe | White |
| Geruch | Odorless |
| pH | 5.5-6.5 (50g/l, H2O, 20℃) |
| Merck | 14,4840 |
| BRN | 471933 |
| Kosmetik-Inhaltsstoffe Funktionen | HAIR CONDITIONINGANTISTATICSURFACTANT - CLEANSINGSKIN CONDITIONING |
| InChI | 1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4+/m1/s1 |
| InChIKey | PMMYEEVYMWASQN-DMTCNVIQSA-N |
| SMILES | O[C@H]1CN[C@@H](C1)C(O)=O |
| LogP (Verteilungskoeffizient) | -0.350 (est) |
| CAS Datenbank | 51-35-4(CAS DataBase Reference) |
| NIST chemische Informationen | Hydroxyproline(51-35-4) |
| EPA chemische Informationen | trans-4-Hydroxy-L-proline (51-35-4) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 89.3% (25 of 28) of all reports.WarningH315 (10.7%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 28 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: L-Proline, 4-hydroxy-, (4R)-Status: Active Update: 27-04-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/21207L-Proline, 4-hydroxy-, (4R)-: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - L-Proline, 4-hydroxy-, trans-: Environment tier I assessment |
| Gefahrenübersicht | May cause irritation[Alfa Aesar MSDS] See L-Proline. |
| Hazard Classes and Categories | Skin Irrit. 2 (10.7%) |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29339990 |
| RTECS-Nr. | TW3586500 |
| R-Sätze (R) | 36/37/38-22 |
| Gefahrensymbole | Xi,Xn |
| Sicherheitshinweise (S) | 24/25-36/37/39-27-26 |
| Gefahrenklasse | IRRITANT |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
A non-essential amino acid. Can be isolated from gelatin. Hydroxyproline has not been reported as added to food in any of the NAS surveys.
Verwenden
A natural constituent of animal structural proteins such as collagen and elastin. Several microorganisms producing proline trans-4- and cis-3-hydroxylase were discovered and these enzymes were applied to the industrial production of trans-4- and cis-3-hydroxy-L-proline.