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DL-Alanin

DL-alanine

HCID 602
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Grundinformationen

CAS
302-72-7
Standard-SMILES
CC(N)C(=O)O
InChIKey
QNAYBMKLOCPYGJ-UHFFFAOYSA-N
Summenformel
C3H7NO2
Durchschnittliche Molmasse
89,09 g/mol
Monoisotopische Masse
89,04767846

Überblick

Alanine is an alpha-amino acid that consists of propionic acid bearing an amino substituent at position 2. It has a role as a fundamental metabolite. It is functionally related to a propionic acid. It is a conjugate base of an alaninium. It is a conjugate acid of an alaninate. It is a tautomer of an alanine zwitterion.

Namen und Bezeichner

Bevorzugter Name
DL-alanine
IUPAC
2-aminopropanoic acid
Lokaler Name
DL-Alanin
Englischer Name
DL-Alanine
Summenformel
C3H7NO2
Molmasse
89.09

Namen und Synonyme

DL-ALANINEDL-2-Aminopropionic acidAlanine, DL-D,L-AlanineDL-2-Aminopropanoic acidNSC 7602AI3-08908EINECS 206-126-4CCRIS 85961FU7983T0UNSC-7602DL-ALANINE [FCC]
Weitere Namen anzeigen
FEMA 3818DL-Ala-OHH-DL-ALA-OHDL-ALADL-AlaninDL-Alaine(±)-AlanineDL-α-Alanine
DTXSID6031255FEMA NO. 3818DLalphaAlanineD,LAlanineAlanine, DLDL2Aminopropanoic acidDL2Aminopropionic acidRefChem:589912

Datenbank-Bezeichner

CAS
302-72-7、338-69-2、56-41-7
PubChem CID
602
DTXSID
DTXSID6031255
ChEBI
CHEBI:16449
UNII
1FU7983T0U
EC Number
206-126-4
Nikkaji
J1.276I

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

XLogP
-3
Polarare Oberfläche (TPSA)
63,3 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
1
Schwere Atome
6
Formalladung
0
Komplexität
61,8

Experimentelle und physikochemische Eigenschaften

Chemical ClassesBiological Agents -> Amino Acids and Derivatives
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Flavoring AgentsEU Flavoring substances
Solubility · 2 Einträge

Solublein water

Slightly soluble (in ethanol)

Vapor Pressure0.00000011 [mmHg]
Physical Description · 2 Einträge

Solid; [Merck Index] White powder; [Sigma-Aldrich MSDS]

White crystalline powder; odourless

Physikochemische Eigenschaften

Schmelzpunkt
289 °C · 289 °C (dec.) (lit.)
Siedepunkt
212.9 · 212.9±23.0 °C(Predicted)
Dichte
1 · 1,424 g/cm3
Brechungsindex

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 · 3 Einträge

This chemical does not meet GHS hazard criteria for 98.9% (275 of 278) of all reports.

Not Classified

Aggregated GHS information provided per 278 reports by companies from 4 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: DL-Alanine

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Status: Active Update: 20-04-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/24843

Other Safety InformationIMAP assessments - DL-Alanine: Environment tier I assessment
Hazards SummarySafe when used as a flavoring agent in food; [JECFA] May cause irritation; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesNot Classified

Sicherheitsdaten

wgk
3
tsca
TSCA listed
hs_code
29224995
RTECS-Nr.
AY2980000
risk_code
36/37/38
hazard_code
Xi
safety_code
22-24/25-36-26
Speicherklasse
11 - Combustible Solids

Chemie und Industrie

Verwendung und Herstellung

UsesA non-essential amino acid; [Merck Index] Used as a flavoring agent or adjuvant; [FDA]
Use Classification · 2 Einträge

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Anwendungen · 3 Einträge

BeschreibungDL-Alanine is the racemic modification of alanine, which si a non-essential amino acid that occurs in high levels in its free state in plasma. DL-Alanine is a colorless to white needle crystal or crystalline powder that is odorless and has a peculiarly sweet taste. It begins to sublime above 200℃ and the melting point is 297℃ (decomposition). It dissolves readily in water(25℃, 17%), slightly in ethanol and insoluble in ether. DL-Alanine is mainly used in food processing industry for nutritional supplements and seasoning, and also used in pharmaceutical industry. DL-alanine could enhance the effect of chemical seasoning sauce. Wiith a special sweet taste, DL-Alanine can improve the artificial sweetener, the acidity of organic acid and the flavor of vinegar. With sour, DL-Alanine could make salt fast tasty, to improve the effect of pickled vegetables and pichles. It could shorten the curing time and improve the flavor. As sour correction agent and buffer in synthesis of wine and drink, DL-Alanine could prevent foaming wine aging and reduce the smell of yeast. With antioxidant properties, DL-Alanine could be used in a vatiety of food processing, such as oil, egg yolk sauce, grains, soy sauce dipping food, rice bran preservend food.

OccurrenceNatural constituent of protein in plants and animals; found in apple, beef, carob, pea, soybean, wine and zucchini

VerwendenDL-Alanine is used in mixed ligand (chelate) studies with transition metals such as Cu(II), Zn(ll) and Cd(ll). It is a functional component in the alanine cycle which regulates the level of alanine aminotransferases which can be used as a diagnostic tool to predict type II diabetes. It is used as a model reagent for development of amino acid racemic resolution techniques.

Darstellung

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131
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HRID 46023als Eduktuspto-grants-2013_09
Reaktionsgleichung von HRID 104043
HRID 104043als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 114886
HRID 114886als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 117481
HRID 117481als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 119229
HRID 119229als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
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1.465 · 1.4650 (estimate)
FEMA
3818 · 3818 | DL-ALANINE
storage temp.
Keep in dark place,Inert atmosphere,Room temperature
Löslichkeit
2 O: · H2O: soluble
Aggregatzustand
Crystals or Crystalline Powder
pka
1 · pK1 2.35; pK2 9.87(at 25℃)
Farbe
White
Geruch (Odor)
100 % · at 100.00 %. odorless
Geruchsart
odorless
Biologische Quelle
synthetic
Wasserlöslichkeit
156 g/L · 156 g/L (20 ºC)
Merck
14 · 14,204
JECFA Number
1437 · 1437
BRN
635807 · 635807
Henry's Law Constant
3.5 · 3.5×1010 mol/(m3Pa) at 25℃, Brimblecombe et al. (1992)
Stabilität
Stable. Incompatible with strong oxidizing agents.
Major Application
flavors and fragrances
Kosmetik-Inhaltsstoffe Funktionen
HAIR CONDITIONINGSKIN CONDITIONINGANTISTATICFRAGRANCE
InChI
1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)
InChIKey
QNAYBMKLOCPYGJ-UHFFFAOYSA-N
SMILES
CC(N)C(O)=O
LogP
-2.85 at · -2.85 at 25℃
CAS Datenbank
302 · 302-72-7(CAS DataBase Reference)
NIST chemische Informationen
DL-Alanine(302-72-7)
EPA chemische Informationen
Alanine (302-72-7)

synthetischeAnthrobacter oxydans HAP-1 hyper produces DL-alanine in a nongrowth-associated manner.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Ammoniak, wssrige LsungPropionsureChlor2-ChlorpropionsäureAmmoniumchloridCyanwasserstoffD-AlaninMethanolMethenaminCyanamidNatriumpropionatAmmoniak, wasserfrei

Nachgelagerte Produkte

Ethyl 2-(2-formyl-4,5-dimethyl-1H-pyrrol-3-yl)acetate6,7-Dimethoxy-3-methyl-1,2,3,4-tetrahydroisoquinoline hydrochloride1-Boc-2-Methylpiperazine2-(8-Bromo-2,3,6,7-tetrahydro-benzo[1,2-b:4,5-b']difuran-4-yl)-1-methyl-ethylaminePyridoxal-5'-(dihydrogenphosphat)cyanic acidDiphenylphosphoramidat5-Methyl-3-phenyl-2-thioxoimidazolidin-4-onAlanine, N-(2-methyl-1-oxopropyl)- (9CI)
Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: DL-Alanine is an alpha-amino acid that consists of propionic acid bearing an amino substituent at position 2. It has a role as a fundamental metabolite. It is functionally related to a propionic acid. It is a conjugate base of an alaninium. It is a conjugate acid of an alaninate. It is a tautomer of an alanine zwitterion.