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153-94-6

Basic Information
CAS No.: 153-94-6
Name: D(+)-Tryptophan
Molecular Structure:
Molecular Structure of 153-94-6 (D(+)-Tryptophan)
Formula: C11H12N2O2
Molecular Weight: 204.25
Synonyms: (R)-tryptophan;(+)-Tryptophan;(2R)-2-azaniumyl-3-(1H-indol-3-yl)propanoate;Tryptophan, D-;(2R)-2-amino-3-(1H-indol-3-yl)propanoic acid;H-D-Trp-OH;
EINECS: 205-819-9
Density: 1.362 g/cm3
Melting Point: 282-285 °C
Boiling Point: 447.9 °C at 760 mmHg
Flash Point: 224.7 °C
Solubility: 11 g/L (20 °C) in water
Appearance: White or yellow crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38-41-37/38-22
Safety: 24/25-36/37/39-36-26
Transport Information:
PSA: 79.11000
LogP: 1.82260
Synthetic route

C15H15N3*C18H14Cl2N2O3

153-94-6

D-tryptophan

Conditions
ConditionsYield
With benzylamine hydrochloride In water; isopropyl alcohol at 20℃; for 1h;95%
392-12-1

Indole-3-pyruvic acid

A

73-22-3

L-Tryptophan

B

153-94-6

D-tryptophan

Conditions
ConditionsYield
With CC10H14NOSCH2CH2CH3N(CH3)2 (5); zinc diacetate In methanol at 30℃; Product distribution; pH 4.00;A 6%
B 94%
With 5-((3-(dimethylamino)propyl)thio)-4-(aminomethyl)-3-hydroxyl-5,6,7,8-tetraquinoline In methanol at 30℃; Product distribution; stereoselective transaminations at pH=4.00, various reagents;A 6 % Chromat.
B 94 % Chromat.
With phosphate buffer; 6A-monoimidazolyl-6B-(5'-thiopyridoxaminyl)-β-D-cyclodextrin In water at 25℃; Product distribution; other reragents, various pH;
120-72-9

indole

56-45-1

L-serin

153-94-6

D-tryptophan

Conditions
ConditionsYield
Stage #1: indole; L-serin With Salmonella enterica tryptophan synthase In methanol; aq. phosphate buffer at 37℃; pH=8.0; Enzymatic reaction;
Stage #2: With (2R)-aspartic acid In methanol; aq. phosphate buffer pH=8.0;
Stage #3: In aq. phosphate buffer; deuteromethanol at 37℃; pH=8.0; Enzymatic reaction; stereoselective reaction;
69%
66872-76-2

β-(3-indolyl)-α-ketopropanoic acid sodium salt

153-94-6

D-tryptophan

Conditions
ConditionsYield
With zinc(II) perchlorate; (S)-15-amino-methyl-14-hydroxy-5,5-dimethyl-2,8-dithia<9>(2,5)pyridinophane In methanol for 24h; Ambient temperature;62%
153-94-6

D-tryptophan

Conditions
ConditionsYield
With sodium hydroxide; oxygen; 2-amino-2-hydroxymethyl-1,3-propanediol In water at 30℃; for 8h; pH=7.3; Resolution of racemate; Enzymatic reaction; enantioselective reaction;48%

A

73-22-3

L-Tryptophan

B

153-94-6

D-tryptophan

Conditions
ConditionsYield
With Bis(2-ethylhexyl)phosphoric acid; sodium dodecyl-sulfate; O,O'-dibenzoyl-L-tartaric acid In octanol; water at 20℃; for 4h; Reflux; Resolution of racemate; optical yield given as %ee; enantioselective reaction;A n/a
B 18.59%
With (2R,3R,11R,12R)-(+)-18-crown-6-2,3,11,12-tetracarbonic acid In acetonitrile at 25℃; pH=3; Electrochemical reaction;
With teicoplanin In methanol; water Product distribution; Further Variations:; Reagents; pH-values; Solvents;
4299-70-1, 7303-49-3, 22032-65-1

D-Tryptophan methyl ester

153-94-6

D-tryptophan

Conditions
ConditionsYield
With barium dihydroxide; water
With methanol; barium dihydroxide
With Streptomyces spp. 82F2 D-aminopeptidase In dimethyl sulfoxide at 20℃; for 0.0833333h; pH=6.5; aq. buffer; Enzymatic reaction;
2280-01-5

N-acetyl-D-tryptophan

153-94-6

D-tryptophan

Conditions
ConditionsYield
With hydrogenchloride; water
With sulfuric acid; water
With barium dihydroxide; water
With D-aminoacylase; cobalt(II) chloride hexahydrate at 36 - 37℃; pH=7.4; aq. phosphate buffer; Enzymatic reaction;
742100-62-5

Nα-chloroacetyl-D-tryptophan

153-94-6

D-tryptophan

Conditions
ConditionsYield
With sulfuric acid; water
2279-15-4

N-(benzyloxycarbonyl)-D-tryptophan

153-94-6

D-tryptophan

Conditions
ConditionsYield
With methanol; palladium; acetic acid Hydrogenation;
120-72-9

indole

56-45-1

L-serin

A

127-17-3

2-oxo-propionic acid

B

73-22-3

L-Tryptophan

C

153-94-6

D-tryptophan

Conditions
ConditionsYield
N+C5Ala2C16; PL+C2N2C16; copper(II) perchlorate In water at 30℃; for 200h; Product distribution; aq. acetate buffer (pH 5.0, KCl), other catalysts, also with D-serine and DL-serine;
5457-31-8

(3-indolylmethyl)trimethylammonium iodide

56-40-6

glycine

A

73-22-3

L-Tryptophan

B

153-94-6

D-tryptophan

Conditions
ConditionsYield
Yield given. Multistep reaction;
With hydrogenchloride; sodium hydroxide; S-2-N-(N'-benzylprolyl)aminibenzophenone; sodium methylate 1.) methanol, 2.) acetonitrile, 20 deg C, 3 h, 3.) methanol, reflux; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

DL-5-indolylmethylhydantoin

153-94-6

D-tryptophan

Conditions
ConditionsYield
With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 2h;
With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 2h; pH 8.0; enzymatic reaction;
54896-75-2

N-carbamyl-D-tryptophan

153-94-6

D-tryptophan

Conditions
ConditionsYield
With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 2h;
With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 2h; pH 7.5; enzymatic reaction;
82704-14-1

(S)-2-{(N-benzyl-2-pyrrolidinyl)carbonylamino}benzaldehyde

A

73-22-3

L-Tryptophan

B

153-94-6

D-tryptophan

Conditions
ConditionsYield
With hydrogenchloride; sodium methylate; nickel(II) nitrate Product distribution; 1.) MeOH, 40 deg C, 24 h, 2.) reflux;

H-Arg-D-Trp-NmePhe-D-Trp-Leu-Met-NH2

A

74-79-3

L-arginine

B

2566-30-5

N-Methyl-L-phenylalanine

C

153-94-6

D-tryptophan

Conditions
ConditionsYield
With base In water Product distribution; other reagent;
D-tryptophan-ethyl ester

D-tryptophan-ethyl ester

153-94-6

D-tryptophan

Conditions
ConditionsYield
With sodium hydroxide; ethanol; water
D-tryptophan-isopropyl ester

D-tryptophan-isopropyl ester

153-94-6

D-tryptophan

Conditions
ConditionsYield
With hydrogenchloride; water
6A-(2-(2-(2-aminoethylamino)ethylamino)ethylamino)-6A-deoxy-β-cyclodextrin (R)-tryptophan complex

6A-(2-(2-(2-aminoethylamino)ethylamino)ethylamino)-6A-deoxy-β-cyclodextrin (R)-tryptophan complex

A

153-94-6

D-tryptophan

B

6A-(2-(2-(2-aminoethylamino)ethylamino)ethylamino)-6A-deoxy-β-cyclodextrin

6A-(2-(2-(2-aminoethylamino)ethylamino)ethylamino)-6A-deoxy-β-cyclodextrin

Conditions
ConditionsYield
With sodium perchlorate In water at 25.05℃; Equilibrium constant; Further Variations:; pH-values; decomplexation;
6A-deoxy-6A-(1,4,7,10-tetraazacyclododecan-1-yl)-β-cyclodextrin (R)-tryptophan complex

6A-deoxy-6A-(1,4,7,10-tetraazacyclododecan-1-yl)-β-cyclodextrin (R)-tryptophan complex

A

153-94-6

D-tryptophan

B

6A-deoxy-6A-(1,4,7,10-tetraazacyclododecan-1-yl)-β-cyclodextrin

6A-deoxy-6A-(1,4,7,10-tetraazacyclododecan-1-yl)-β-cyclodextrin

Conditions
ConditionsYield
With sodium perchlorate In water at 25.05℃; Equilibrium constant; Further Variations:; pH-values; decomplexation;
4299-70-1, 7303-49-3, 22032-65-1

D-Tryptophan methyl ester

A

67-56-1

methanol

B

153-94-6

D-tryptophan

Conditions
ConditionsYield
With 2-(di(2-hydroxyethyl)amino)ethanesulfonic acid; lipase from Bacillus thermocatenulanatus In water at 40℃; pH=7.20; Enzyme kinetics;
7303-49-3

DL-tryptophan methyl ester

153-94-6

D-tryptophan

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: di-O-benzoyl-Lg-tartaric acid
2: Ba(OH)2; water
View Scheme
Multi-step reaction with 2 steps
1: beim Behandeln mit Pankreas-Enzym in wss. Loesung
2: Ba(OH)2; methanol
View Scheme
1218-34-4, 87-32-1

N-acetyl-DL-tryptophan

153-94-6

D-tryptophan

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: beim Behandeln mit Hilfe von Amidase aus Aspergillus oryzae oder Penicillium vinaceum
2: H2SO4; water
View Scheme
Multi-step reaction with 2 steps
1: quinine
2: H2SO4; water
View Scheme
Multi-step reaction with 2 steps
1: brucine
2: HCl; water
View Scheme
79189-76-7

N2-(chloroacetyl)-DL-tryptophan

153-94-6

D-tryptophan

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pancreas-enzyme / arbeiten in wss. Loesung bei pH 7.6
2: H2SO4; water
View Scheme
(PPh3)2 PdCl2

(PPh3)2 PdCl2

1-acetamido-2-(3-indolyl)ethene

2-(2-isopropyl-5-methylcyclohexyloxy)ethanol

153-94-6

D-tryptophan

Conditions
ConditionsYield
With CO In tetrahydrofuran; hydrogenchloride

1-acetamido-2-(3-indolyl)ethene

2-(2-isopropyl-5-methylcyclohexyloxy)ethanol

153-94-6

D-tryptophan

Conditions
ConditionsYield
With CO; (PPh3)2PdCl2 In tetrahydrofuran; hydrogenchloride
107911-05-7

trans-cyclo-(D-tryptophanyl-L-tyrosyl)

A

60-18-4

L-tyrosine

B

153-94-6

D-tryptophan

Conditions
ConditionsYield
With hydrogenchloride; water at 110℃; for 16h;
338-69-2

D-Alanine

392-12-1

Indole-3-pyruvic acid

A

127-17-3

2-oxo-propionic acid

B

153-94-6

D-tryptophan

Conditions
ConditionsYield
With pyridoxal 5'-phosphate; recombinant Lactobacillus salivarius UCC118 D-amino acid aminotransferase In aq. phosphate buffer at 30℃; for 0.0166667h; pH=7.5; Enzymatic reaction;
67-56-1

methanol

153-94-6

D-tryptophan

Conditions
ConditionsYield
With thionyl chloride for 4h; Heating;100%
With thionyl chloride at 0 - 40℃; for 6h;98%
With thionyl chloride at 40℃; for 4h;97%
153-94-6

D-tryptophan

496930-10-0

(R)-6-bromotryptophan

Conditions
ConditionsYield
With oxygen; FAD-dependent tryptophan halogenase Thal; sodium bromide In isopropyl alcohol at 25℃; pH=7.4; Enzymatic reaction; chemoselective reaction;100%
With sodium hypophosphate; recombinant phosphite dehydrogenase; recombinant tryptophan C-6 flavin-dependent halogenase tar14 from Streptomyces coelicolor CH999; recombinant tryptophan C-6 flavin-dependent reductase tar15 from Escherichia coli; nicotinamide adenine dinucleotide phosphate; flavin adenine dinucleotide; sodium chloride In aq. buffer at 30℃; pH=7.6; Enzymatic reaction; regiospecific reaction;
With alcohol dehydrogenase from Rhodococcus spp; flavin reductase PrnF from Pseudomonas fluorescens; tryptophan 6-halogenase Thal fromStreptomyces albogriseolus; NAD; oxygen; flavin adenine dinucleotide; sodium bromide In aq. phosphate buffer; isopropyl alcohol at 25℃; pH=7.4; Reagent/catalyst; Enzymatic reaction;
76-05-1

trifluoroacetic acid

153-94-6

D-tryptophan

C11H11BrN2O2*C2HF3O2

Conditions
ConditionsYield
Stage #1: D-tryptophan With flavin adenine dinucleotide fully reduced neutral; NAD; oxygen; isopropyl alcohol; sodium bromide In aq. phosphate buffer at 25℃; pH=7.4; Enzymatic reaction;
Stage #2: trifluoroacetic acid In acetonitrile
100%
120-57-0

piperonal

153-94-6

D-tryptophan

C19H18N2O5

Conditions
ConditionsYield
In acetonitrile at 20℃; Product distribution / selectivity; Inert atmosphere of nitrogen;99.8%
67-56-1

methanol

153-94-6

D-tryptophan

4299-70-1, 7303-49-3, 22032-65-1

D-Tryptophan methyl ester

Conditions
ConditionsYield
With sulfuric acid for 2h; Time; Reflux; Large scale;99.4%
Stage #1: methanol; D-tryptophan With thionyl chloride for 18h; Reflux;
Stage #2: With sodium carbonate
93%
With thionyl chloride at 10 - 45℃; for 2h; Large scale;93.6%
153-94-6

D-tryptophan

552-30-7

trimellitic Anhydride

(R)-2-(1-carboxy-2-(1H-indol-3-yl)ethyl)-1,3-dioxoisoindoline-5-carboxylic acid

Conditions
ConditionsYield
In diethylene glycol dimethyl ether at 200℃; for 0.166667h; microwave irradiation;99%
153-94-6

D-tryptophan

154-09-6, 526-53-4, 2899-29-8, 52485-52-6

(2R)-2-amino-3-(1H-indol-3-yl)propan-1-ol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 15h; Inert atmosphere; Reflux;98%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; Reflux;98%
With dimethyl sulfide borane In tetrahydrofuran Reflux;92%
942130-82-7

(R)-1-benzotriazol-1-yl-3,3,3-trifluoro-2-methoxy-2-phenylpropan-1-one

153-94-6

D-tryptophan

(R)-3-(1H-indol-3-yl)-2-((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropionylamino)propionic acid

Conditions
ConditionsYield
With triethylamine In water; acetonitrile at 20℃; for 12h;98%
108-30-5

succinic acid anhydride

153-94-6

D-tryptophan

(R)-N-[1-carboxy-2-(1H-indol-3-yl)ethyl]succinamic acid

Conditions
ConditionsYield
In tetrahydrofuran for 40h; Heating;96%
96-22-0

pentan-3-one

153-94-6

D-tryptophan

1,1-diethyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃; Pictet-Spengler reaction;96%
100-52-7

benzaldehyde

153-94-6

D-tryptophan

888009-83-4

N-benzyl-D-tryptophan

Conditions
ConditionsYield
With sodium cyanoborohydride In methanol95%
With sodium cyanoborohydride In methanol at 20℃; for 24h;
Stage #1: benzaldehyde; D-tryptophan In methanol at 23℃; for 2h;
Stage #2: With sodium cyanoborohydride In methanol at 0℃; for 15h;
501-53-1

benzyl chloroformate

153-94-6

D-tryptophan

2279-15-4

N-(benzyloxycarbonyl)-D-tryptophan

Conditions
ConditionsYield
With sodium hydrogencarbonate; potassium carbonate In water; acetone at 30℃; for 3h; pH=8 - 10; Cooling with ice;94%
With sodium hydroxide88%
With sodium hydroxide74%
With sodium hydroxide In water at 0 - 20℃;
Stage #1: D-tryptophan With sodium hydrogencarbonate; sodium carbonate In water; acetonitrile at 0℃; for 0.25h; pH=10 - Ca. 11; Cooling with ice;
Stage #2: benzyl chloroformate In water; acetonitrile at 0 - 20℃; for 3h;
67-56-1

methanol

104-15-4

toluene-4-sulfonic acid

153-94-6

D-tryptophan

(R)-2-Amino-3-(1H-indol-3-yl)-propionic acid methyl ester; compound with toluene-4-sulfonic acid

Conditions
ConditionsYield
With p-toluenesulfonyl chloride at 75℃; for 4h;94%
With p-toluenesulfonyl chloride for 20h; Heating;
81-30-1

1,4,5,8-naphthalenetetracarboxylic dianhydride

153-94-6

D-tryptophan

(R)-2-{7-[1-carboxy-2-(1H-indol-3-yl)ethyl]-1,3,6,8-tetraoxo-3,6,7,8-tetrahydro-1H-benzo[lmn][3,8]phenanthrolin-2-yl}-3-(1H-indol-3-yl)propionic acid

Conditions
ConditionsYield
With pyridine for 12h; Heating;94%
616-38-6

carbonic acid dimethyl ester

153-94-6

D-tryptophan

4299-70-1, 7303-49-3, 22032-65-1

D-Tryptophan methyl ester

Conditions
ConditionsYield
With sulfuric acid at 92℃; for 18h;94%
67714-30-1

S-benzoyl-3-mercaptopropanoyl chloride

153-94-6

D-tryptophan

78818-49-2

N2-(S-benzoyl-3-mercaptopropanoyl)-D-tryptophan

Conditions
ConditionsYield
With potassium carbonate In water93%
85-42-7

1,2-Cyclohexanedicarboxylic acid-anhydride

153-94-6

D-tryptophan

(R)-2-(1,3-dioxooctahydroisoindol-2-yl)-3-(1H-indol-3-yl)propionic acid

Conditions
ConditionsYield
With pyridine for 12h; Heating;92%
610-14-0

2-nitrobenzyl chloride

153-94-6

D-tryptophan

1173180-35-2

(R)-3-(1H-indol-3-yl)-2-(2-nitrobenzamido)propanoic acid

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water at 0℃; Ionic liquid;91%
With sodium hydroxide In tetrahydrofuran; water at 0℃; for 2h; Reagent/catalyst;90%
With sodium hydroxide In tetrahydrofuran at 0℃; for 2h;1.59 g
5616-32-0

(methylamino)acetonitrile

153-94-6

D-tryptophan

C14H16N4O

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 5h; Solvent; Temperature;91%
107-18-6

allyl alcohol

153-94-6

D-tryptophan

H-D-Trp-OAll

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene at 25 - 95℃;90.3%
With toluene-4-sulfonic acid In toluene at 25 - 95℃;90%
With toluene-4-sulfonic acid In toluene at 25 - 95℃;90.2%
407-25-0

trifluoroacetic anhydride

153-94-6

D-tryptophan

126689-19-8

4-(3-indolylmethyl)-2-trifluoromethyl-5(4H)-oxazolone

Conditions
ConditionsYield
In diethyl ether at 30℃; for 0.166667h;90%
97996-97-9

α-ethyl D-N-carbobenzoxyglutamate

153-94-6

D-tryptophan

1382326-14-8

Cbz-D-Glu(D-Trp-OH)-O-Et

Conditions
ConditionsYield
Stage #1: α-ethyl D-N-carbobenzoxyglutamate With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; Cooling with ice-water;
Stage #2: D-tryptophan In N,N-dimethyl-formamide at 20℃; Cooling with ice-water;
Stage #3: With hydrogenchloride In water; N,N-dimethyl-formamide Cooling with ice;
90%
100-44-7

benzyl chloride

153-94-6

D-tryptophan

141595-98-4

D-tryptophan benzyl ester

Conditions
ConditionsYield
With Iron(III) nitrate nonahydrate; ammonia; sodium Reflux;89%
120-57-0

piperonal

153-94-6

D-tryptophan

406938-39-4

(1R,3R)-1,2,3,4-tetrahydro-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylic acid

Conditions
ConditionsYield
Stage #1: piperonal; D-tryptophan With trifluoroacetic acid at 30 - 40℃; for 25h; Inert atmosphere;
Stage #2: With hydrogenchloride In water at 40 - 50℃; for 17h; Temperature; Inert atmosphere;
88.5%
65706-99-2

1-benzyl N-carbobenzoxy-L-glutamate

153-94-6

D-tryptophan

1382326-04-6

Cbz-D-Glu(D-Trp-OH)-O-Bzl

Conditions
ConditionsYield
Stage #1: 1-benzyl N-carbobenzoxy-L-glutamate With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; Cooling with ice-water;
Stage #2: D-tryptophan In N,N-dimethyl-formamide at 20℃; for 6h; Cooling with ice-water;
Stage #3: With hydrogenchloride In water; N,N-dimethyl-formamide Product distribution / selectivity; Cooling with ice;
88%
81-84-5

1,8-Naphthalic anhydride

153-94-6

D-tryptophan

2-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-3-(1H-indol-3-yl)-propionic acid

Conditions
ConditionsYield
In dimethyl sulfoxide at 150℃; for 0.5h;87%
73167-00-7

2-Phenyl-iso-propyloxycarbonylfluorid

153-94-6

D-tryptophan

116246-59-4

Ppoc-D-Trp

Conditions
ConditionsYield
With sodium hydroxide; sodium hydrogencarbonate In tetrahydrofuran; diethyl ether at 0℃; for 2h;86%
24424-99-5

di-tert-butyl dicarbonate

153-94-6

D-tryptophan

5241-64-5

Boc-D-Trp-OH

Conditions
ConditionsYield
With triethylamine In methanol Inert atmosphere;86%
With sodium hydroxide In tetrahydrofuran; water at 0℃;
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    153-94-6

    D(+)-Tryptophan

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  • D-tryptophan Manufacturer CAS NO.153-94-6

  • Casno:

    153-94-6

    D-tryptophan Manufacturer CAS NO.153-94-6

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    D-Tryptophan is important nutrition product, it can be used as prevention of nicotinic acid deficiency in medicine. Appearance:White crystalline powder Storage:Stored in a cool, dry, clean and shady environment, it is strictly prohibited to mix wit

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The IUPAC name of D-Tryptophan is 2-amino-3-(1H-indol-3-yl)propanoic acid. With the CAS registry number 153-94-6, it is also named as (R)-a-Amino-3-indolepropionic Acid. The product's categories are Amino Acids Derivatives; Tryptophan [Trp, W]; Amino Acids and Derivatives; alpha-Amino Acids; Amino Acids; Biochemistry; Indoles; Tryptophans; Chiral Compound; Amino Acids. It is white or yellow crystalline powder which is soluble in hot ethanol, alkali solution and water, insoluble in chloroform. In addition, this chemical is combustible, stable and incompatible with oxidizing agents. Besides, it should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.04; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.46; (4)ACD/LogD (pH 7.4): -1.46; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 4; (12)Index of Refraction: 1.697; (13)Molar Refractivity: 57.76 cm3; (14)Molar Volume: 149.8 cm3; (15)Polarizability: 22.9×10-24 cm3; (16)Surface Tension: 71.1 dyne/cm; (17)Enthalpy of Vaporization: 74.44 kJ/mol; (18)Vapour Pressure: 8.3E-09 mmHg at 25°C; (19)Rotatable Bond Count: 3; (20)Exact Mass: 204.089878; (21)MonoIsotopic Mass: 204.089878; (22)Topological Polar Surface Area: 79.1; (23)Heavy Atom Count: 15; (24)Complexity: 245.

Preparation of D-Tryptophan: Using DL-tryptophan as raw materials, and adding chloroacetic anhydride to react in cooling condition. Grinding in ice water after sulfuric acid acidizing. Then filtering and recrystallizing in water. Finally, treating with pancreatic carboxypeptidase to remove the L-type. Then we can get the product by acetic acid acidification and ethanol recrystallization.

Uses of of D-Tryptophan: It can used in biochemistry research. And it is an important nutrient which is used as controlling agent of bark favus in medication.

When you are using this chemical, please be cautious about it as the following:
It is not only harmful if swallowed, but also irritating to eyes, respiratory system and skin. So people should avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES:O=C(O)[C@H](N)Cc2c1ccccc1nc2
2. InChI:InChI=1/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

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 intraperitoneal 4289mg/kg (4289mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Archives of Biochemistry and Biophysics. Vol. 64, Pg. 319, 1956.