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D-(+)-Tryptophan

D-Tryptophan

HCID 9060
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Grundinformationen

CAS
153-94-6
Standard-SMILES
N[C@H](Cc1c[nH]c2ccccc12)C(=O)O
InChIKey
QIVBCDIJIAJPQS-SECBINFHSA-N
Summenformel
C11H12N2O2
Durchschnittliche Molmasse
204,22 g/mol
Monoisotopische Masse
204,08987762

Überblick

D(+)-tryptophan is a white solid. (NTP, 1992)

Namen und Bezeichner

Bevorzugter Name
D-Tryptophan
IUPAC
(2R)-2-amino-3-(1H-indol-3-yl)propanoic acid
Lokaler Name
D-(+)-Tryptophan
Englischer Name
D-Tryptophan
Summenformel
C11H12N2O2
Molmasse
204.23

Namen und Synonyme

D-Tryptophan153-94-6D(+)-Tryptophan(2R)-2-amino-3-(1H-indol-3-yl)propanoic acid(R)-Tryptophan(+)-TryptophanD-TrytophaneTryptophan, D-D-(+)-TryptophanDTXSID00469897NS97N9H1GEINECS 205-819-9
Weitere Namen anzeigen
D-TRPH-D-TRP-OHLTRD-Trp-OHWVD-TriptophanD-2-AMINO-3-(3-INDOLYL)PROPIONIC ACIDTRP-01
NSC 97942CHEBI:16296NSC-97942DTXCID8026989DTryptophane(R)TryptophanTryptophan, DD(+)Tryptophan

Datenbank-Bezeichner

CAS
153-94-6
PubChem CID
9060
DTXSID
DTXSID0046989
ChEMBL
CHEMBL292303
ChEBI
CHEBI:16296
UNII
7NS97N9H1G
EC Number
205-819-9
Nikkaji
J9.185E

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-1,1
Polarare Oberfläche (TPSA)
79,1 Ų
H-Brücken-Donoren
3
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
3
Schwere Atome
15
Formalladung
0
Komplexität
245

Experimentelle und physikochemische Eigenschaften

Chemical ClassesBiological Agents -> Amino Acids and Derivatives
DrugsPharmaceuticals -> Listed in ZINC15
Solubility1 to 5 mg/mL at 75 °F (NTP, 1992)
Melting Point · 3 Einträge

527 to 540 °F (NTP, 1992)

282-85 dec °C

282 - 85 °C

Physical Description · 3 Einträge

D(+)-tryptophan is a white solid. (NTP, 1992)

White solid; [CAMEO] White powder; [Alfa Aesar MSDS]

Solid

Collision Cross Section · 2 Einträge

151.5 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID0046989]

142.6 Ų [M-H]-

Physikochemische Eigenschaften

Schmelzpunkt
282 · 282-285 °C (dec.)(lit.)
Siedepunkt
342.72 °C · 342.72°C (rough estimate)

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 · 5 Einträge

This chemical does not meet GHS hazard criteria for 87.5% (7 of 8) of all reports.

Warning

H315 (12.5%): 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 8 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationD-Tryptophan: Does not have an individual approval but may be used under an appropriate group standard
Fire HazardsFlash point data are not available for this chemical, but it is probably combustible. (NTP, 1992)
Hazards SummaryCauses altered sleep time (including change in righting reflex), dyspnea, and decreased body temperature in intraperitoneal lethal-dose studies of rats (LD50 = 4,289 mg/kg); [RTECS] May cause irritation; [Alfa Aesar MSDS]
Reactive GroupSalts, Acidic
Reactivity Profile · 1 Eintrag

Acidic salts, such as D(+)-TRYPTOPHAN, are generally soluble in water. The resulting solutions contain moderate concentrations of hydrogen ions and have pH's of less than 7.0. They react as acids to neutralize bases. These neutralizations generate heat, but less or far less than is generated by neutralization of inorganic acids, inorganic oxoacids, and carboxylic acid. They usually do not react as either oxidizing agents or reducing agents but such behavior is not impossible. Many of these compounds catalyze organic reactions.

Chemie und Industrie

Verwendung und Herstellung

UsesTryptophan is an essential amino acid; [Merck Index] Used as a dietary supplement and for nutrition research; [NTP]
General Manufacturing InformationD-Tryptophan: ACTIVE

Anwendungen

VerwendenAn essential amino acid found in naturally produced pedtides. Unlike its stereoisomer, L-tryptophan, it is not used in structural or enzyme proteins.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

ChloressigsäureanhydridDL-TryptophanN-Acetyl-D-tryptophanL-Tryptophan

Nachgelagerte Produkte

13(S)-Hydroxyoctadeca-9z,11e-dienoic acidN-Cbz-D-TryptophanD-Tryptophan, N-(phenylmethyl)-Benzenebutanoic acid, a,2-diaMino-g-oxo-, (R)-, sulfateH-D-Trp-OEt.HClZ-Gly-D-Trp-OH

Ergänzende Hinweise

Zugehörige Reaktionen

53
Reaktionsaufzeichnung erstellen
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HRID 41850als Eduktuspto-grants-2013_09
Reaktionsgleichung von HRID 69826
HRID 69826als Eduktuspto-grants-2014_09
Reaktionsgleichung von HRID 128838
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Reaktionsgleichung von HRID 219510
HRID 219510als Eduktuspto-grants-2012_06
Reaktionsgleichung von HRID 254045
HRID 254045als Eduktuspto-grants-2011_01
Reaktionsgleichung von HRID 361560
HRID 361560als Eduktuspto-grants-1999_02
Reaktionsgleichung von HRID 369203
HRID 369203als Eduktuspto-grants-2000_10
Reaktionsgleichung von HRID 373110
HRID 373110als Eduktuspto-grants-1992_11
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Dichte
1.1754 · 1.1754 (rough estimate)
Brechungsindex
31 ° · 31 ° (C=1, H2O)
storage temp.
Keep in dark place,Inert atmosphere,Room temperature
Löslichkeit
Aqueous Base (Slightly), DMSO (Slightly, Heated, Sonicated), Methanol (Slightly)
pka
2.3 · 2.30±0.10(Predicted)
Aggregatzustand
Powder
Farbe
White to slightly yellow
Biologische Quelle
synthetic (organic)
Wasserlöslichkeit
11 g/L · 11 g/L (20 ºC)
BRN
86198 · 86198
Stabilität
Stable. Incompatible with oxidizing agents.
InChI
1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m1/s1
InChIKey
QIVBCDIJIAJPQS-SECBINFHSA-N
SMILES
N[C@H](Cc1c[nH]c2ccccc12)C(O)=O
LogP
0.704 · 0.704 (est)
CAS Datenbank
153 · 153-94-6(CAS DataBase Reference)
EPA chemische Informationen
D-Tryptophan (153-94-6)
Air and Water ReactionsSlightly soluble in water.
Hazard Classes and CategoriesSkin Irrit. 2 (12.5%)

Sicherheit und Schutzausrüstung

Fire FightingFires involving this compound should be controlled using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 Eintrag

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 Eintrag

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, you should dampen the solid spill material with alcohol, then transfer the dampened material to a suitable container. Use absorbent paper dampened with alcohol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with alcohol followed by washing with a strong soap and water solution. Do not reenter the contaminate area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1 Eintrag

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Sicherheitsdaten

F
8
wgk
3
tsca
TSCA listed
hs_code
29339990
RTECS-Nr.
YN6129000
risk_code
36/37/38-41-37/38-22
hazard_code
Xi
safety_code
24/25-36/37/39-36-26
hazard_class
IRRITANT
Speicherklasse
11 - Combustible Solids

DefinitionChEBI: The D-enantiomer of tryptophan.