D-tryptophan

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Names

[ CAS No. ]:
153-94-6

[ Name ]:
D-tryptophan

[Synonym ]:
(2R)-2-amino-3-(1H-indol-3-yl)propanoic acid
(R)-a-Amino-3-indolepropionic Acid
Tryptophan
H-D-Trp-OH
(R)-a-Aminoindole-3-propanoic Acid
EINECS 205-819-9
D-α-Amino-3-indolepropionic acid
(R)-tryptophan
D-tryptophan
D-tryptophan zwitterion
(+)-Tryptophan
D(+)-Tryptophan
tryptophane
MFCD00005647
(R)-2-Amino-3-(3-indolyl)propionic acid
(R)-(+)-2-Amino-3-(3-indolyl)propionic Acid
Tryptophan, D-
Tadalafil Impurity 1

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
447.9±35.0 °C at 760 mmHg

[ Melting Point ]:
282-285ºC

[ Molecular Formula ]:
C₁₁H₁₂N₂O₂

[ Molecular Weight ]:
204.225

[ Flash Point ]:
224.7±25.9 °C

[ Exact Mass ]:
204.089874

[ PSA ]:
79.11000

[ LogP ]:
1.04

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.698

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: YN6129000

CHEMICAL NAME :: Tryptophan, D-

CAS REGISTRY NUMBER :: 153-94-6

LAST UPDATED :: 199803

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C11-H12-N2-O2

MOLECULAR WEIGHT :: 204.25

WISWESSER LINE NOTATION :: T56 BMJ D1YZVQ -D

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 4289 mg/kg

TOXIC EFFECTS :: Behavioral - altered sleep time (including change in righting reflex) Lungs, Thorax, or Respiration - dyspnea Nutritional and Gross Metabolic - body temperature decrease

REFERENCE :: ABBIA4 Archives of Biochemistry and Biophysics. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.31- 1951- Volume(issue)/page/year: 64,319,1956 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X5536 No. of Facilities: 7 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 307 (estimated) No. of Female Employees: 251 (estimated)

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
YN6129000

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DL-Tryptophan
D-alanine
Indole-3-pyrubate
(R)-2-Acetamido-3-(1H-indol-3-yl)propanoic acid
Methyl L-tryptophanate
Acetyl-L-tryptophan
β-(3-indolyl)-α-ketopropanoic acid sodium salt
Nα-chloroacetyl-D-tryptophan
Z-D-Trp-OH
Tryptophan,N-(chloroacetyl)- (9CI)

DownStream

Chloropretadalafil
Cialis
Indole-3-pyrubate
Anamorelin
D-1,2,3,4-Tetrahydronorharman-3-carboxylic acid
D-kynurenine
4-Nitrophenol
(R)-2-Acetamido-3-(1H-indol-3-yl)propanoic acid
N-t-BOC-D-Tryptophanol
(R)-2-(2-((TERT-BUTOXYCARBONYL)AMINO)-2-METHYLPROPANAMIDO)-3-(1H-INDOL-3-YL)PROPANOIC ACID

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Enantioseparation of (DL)-tryptophan by spiral tube assembly counter-current chromatography and evaluation of mass transfer rate for enantiomers.

J. Chromatogr. A. 1374 , 77-84, (2014)

Spiral tube assembly counter-current chromatography was successfully applied in enantioseparation of dl-tryptophan using bovine serum albumin as chiral selector. An improved biphasic aqueous-aqueous s...

Inhibition of Pseudomonas aeruginosa biofilm formation on wound dressings.

Wound Repair Regen. 23 , 842-54, (2015)

Chronic nonhealing skin wounds often contain bacterial biofilms that prevent normal wound healing and closure and present challenges to the use of conventional wound dressings. We investigated inhibit...

Carbonic anhydrase activators: activation of the human tumor-associated isozymes IX and XII with amino acids and amines.

Bioorg. Med. Chem. 16 , 3530-6, (2008)

The first activation study of the human carbonic anhydrase (hCA, EC 4.2.1.1) isoforms associated to tumors, hCA IX and XII, with a small library of natural and non-natural amino acids as well as aroma...