Product Name

  • Name

    D(-)-Arginine

  • EINECS 205-866-5
  • CAS No. 157-06-2
  • Article Data26
  • CAS DataBase
  • Density 1.46 g/cm3
  • Solubility soluble in water
  • Melting Point 226 °C (dec.)(lit.)
  • Formula C6H14N4O2
  • Boiling Point 409.1 °C at 760 mmHg
  • Molecular Weight 174.203
  • Flash Point 201.2 °C
  • Transport Information
  • Appearance white to light yellow crystal powder
  • Safety 26-36
  • Risk Codes 36-36/37/38-20/21/22
  • Molecular Structure Molecular Structure of 157-06-2 (D(-)-Arginine)
  • Hazard Symbols IrritantXi
  • Synonyms Arginine,D- (8CI);(R)-Arginine;D-2-Amino-5-guanidinovalerate;(2R)-2-amino-5-(carbamimidamido)pentanoic acid;
  • PSA 125.22000
  • LogP 0.55280

Synthetic route

(2R)-2-acetamido-5-guanidino-pentanoate
2389-86-8

(2R)-2-acetamido-5-guanidino-pentanoate

D-arginine
157-06-2

D-arginine

Conditions
ConditionsYield
With hydrogenchloride

A

D-arginine
157-06-2

D-arginine

B

L-arginine
74-79-3

L-arginine

(R)-5-Guanidino-2-[(1H-indole-3-carbonyl)-amino]-pentanoic acid

(R)-5-Guanidino-2-[(1H-indole-3-carbonyl)-amino]-pentanoic acid

A

1H-indole-3-carboxylic acid
771-50-6

1H-indole-3-carboxylic acid

B

D-arginine
157-06-2

D-arginine

Conditions
ConditionsYield
With hydrogenchloride at 120℃; for 12h; Product distribution;
DL-arginine

DL-arginine

D-arginine
157-06-2

D-arginine

Conditions
ConditionsYield
With arginase
copper (II)-compound of D-ornithine

copper (II)-compound of D-ornithine

O-methyl-isothiourea

O-methyl-isothiourea

D-arginine
157-06-2

D-arginine

Conditions
ConditionsYield
With sodium hydroxide anschliessend mit H2S;
carbonate dl-arginine

carbonate dl-arginine

A

D-arginine
157-06-2

D-arginine

B

d-ornithine , urea

d-ornithine , urea

Conditions
ConditionsYield
With water at 37℃; bei der Einwirkung von Leberpresssaft (Arginase) bleibt das l-Arginin bestehen, waehrend das d-Arginin gespalten wird;
neamphamide A

neamphamide A

D-arginine
157-06-2

D-arginine

Conditions
ConditionsYield
With hydrogenchloride In water at 107℃; for 18.5h;
(-)-leptoclinidamine B trifluoroacetic acid salt

(-)-leptoclinidamine B trifluoroacetic acid salt

D-arginine
157-06-2

D-arginine

Conditions
ConditionsYield
With hydrogenchloride In water at 100℃; for 8h;
neamphamide B

neamphamide B

A

D-allo-threonine
24830-94-2

D-allo-threonine

B

L-leucine
61-90-5

L-leucine

C

L-asparagine
70-47-3

L-asparagine

D

D-arginine
157-06-2

D-arginine

E

gamma-Glutamylmethylamide

gamma-Glutamylmethylamide

F

pipecolinic acid
3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With hydrogenchloride In water at 120℃; for 16h;
neamphamide C

neamphamide C

A

D-allo-threonine
24830-94-2

D-allo-threonine

B

L-leucine
61-90-5

L-leucine

C

L-asparagine
70-47-3

L-asparagine

D

D-arginine
157-06-2

D-arginine

E

N-methyl-L-glutamic acid
6753-62-4

N-methyl-L-glutamic acid

F

pipecolinic acid
3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With hydrogenchloride In water at 120℃; for 16h;
neamphamide D

neamphamide D

A

D-allo-threonine
24830-94-2

D-allo-threonine

B

L-leucine
61-90-5

L-leucine

C

L-asparagine
70-47-3

L-asparagine

D

D-arginine
157-06-2

D-arginine

E

gamma-Glutamylmethylamide

gamma-Glutamylmethylamide

F

pipecolinic acid
3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With hydrogenchloride In water at 120℃; for 16h;
callipeltin N

callipeltin N

A

D-Alanine
338-69-2

D-Alanine

B

D-Threonine
632-20-2

D-Threonine

C

L-leucine
61-90-5

L-leucine

D

D-arginine
157-06-2

D-arginine

E

pipecolinic acid
3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With hydrogenchloride In water at 110℃; for 24h;
callipeltin O

callipeltin O

A

D-Alanine
338-69-2

D-Alanine

B

D-Threonine
632-20-2

D-Threonine

C

L-leucine
61-90-5

L-leucine

D

D-arginine
157-06-2

D-arginine

E

pipecolinic acid
3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With hydrogenchloride In water at 110℃; for 24h;
callipeltin P

callipeltin P

A

D-Alanine
338-69-2

D-Alanine

B

D-Threonine
632-20-2

D-Threonine

C

L-leucine
61-90-5

L-leucine

D

D-arginine
157-06-2

D-arginine

E

pipecolinic acid
3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With hydrogenchloride In water at 110℃; for 24h;
callipeltin Q

callipeltin Q

A

D-Alanine
338-69-2

D-Alanine

B

D-Threonine
632-20-2

D-Threonine

C

L-leucine
61-90-5

L-leucine

D

D-arginine
157-06-2

D-arginine

E

pipecolinic acid
3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With hydrogenchloride In water at 110℃; for 24h;
D-3-bromocamphor-10-sulfonic acid ammonium salt
56144-54-8

D-3-bromocamphor-10-sulfonic acid ammonium salt

A

D-arginine
157-06-2

D-arginine

B

L-arginine D-3-bromocamphor-10-sulfonic acid salt

L-arginine D-3-bromocamphor-10-sulfonic acid salt

Conditions
ConditionsYield
In methanol at 20 - 60℃; for 2h;
(1S,3S,4S)-3-bromocamphor-10-sulfonic acid
67999-30-8

(1S,3S,4S)-3-bromocamphor-10-sulfonic acid

A

D-arginine
157-06-2

D-arginine

B

L-arginine D-3-bromocamphor-10-sulfonic acid salt

L-arginine D-3-bromocamphor-10-sulfonic acid salt

Conditions
ConditionsYield
In methanol at 20 - 60℃; for 2h;
methanol
67-56-1

methanol

D-arginine
157-06-2

D-arginine

methyl (2R)-2-amino-5-carbamimidamidopentanoate dihydrochloride
22888-59-1, 26340-89-6, 78851-84-0, 111237-99-1, 18598-71-5

methyl (2R)-2-amino-5-carbamimidamidopentanoate dihydrochloride

Conditions
ConditionsYield
With thionyl chloride95%
With thionyl chloride Ambient temperature;
D-arginine
157-06-2

D-arginine

N-t-butoxycarbonyl-L-phenylalanine 4-nitrophenyl ester
7535-56-0

N-t-butoxycarbonyl-L-phenylalanine 4-nitrophenyl ester

(tert-butoxycarbonyl)-L-phenylalanyl-D-arginine

(tert-butoxycarbonyl)-L-phenylalanyl-D-arginine

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 24h; Condensation;90%
D-arginine
157-06-2

D-arginine

S-(-)-9-fluoro-6,7-dihydro-8-(4-hydroxypiperidin-1-yl)-5-methyl-1-oxo-1H,5H-benzo[i,j]quinolizine-2-carboxylic acid
154357-42-3

S-(-)-9-fluoro-6,7-dihydro-8-(4-hydroxypiperidin-1-yl)-5-methyl-1-oxo-1H,5H-benzo[i,j]quinolizine-2-carboxylic acid

S-(-)-9-fluoro-6,7-dihydro-8-(4-hydroxypiperidin-1-yl)-5-methyl-1-oxo-1H,5H-benzo[i,j]quinolizine-2-carboxylic acid D-arginine salt
627891-14-9

S-(-)-9-fluoro-6,7-dihydro-8-(4-hydroxypiperidin-1-yl)-5-methyl-1-oxo-1H,5H-benzo[i,j]quinolizine-2-carboxylic acid D-arginine salt

Conditions
ConditionsYield
In methanol; water at 60 - 65℃; for 0.25h;88%
In methanol; water at 60 - 65℃; for 0.25h;88%
ferrocenecarboxaldehyde
12093-10-6

ferrocenecarboxaldehyde

D-arginine
157-06-2

D-arginine

C10H9FeCHNCH(COOH)(CH2)3NHC(NH2)NH

C10H9FeCHNCH(COOH)(CH2)3NHC(NH2)NH

Conditions
ConditionsYield
With sodium carbonate In ethanol boiling;87%
With Na2CO3 In ethanol boiling;87%
D-arginine
157-06-2

D-arginine

tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

(2S,4S,5R,6S)-6-isobutyl-2-((2R,3S)-3-isobutylaziridin-2-yl)-3-oxa-1-aza-bicyclo[3.1.0]hexan-4-ol
1215325-21-5

(2S,4S,5R,6S)-6-isobutyl-2-((2R,3S)-3-isobutylaziridin-2-yl)-3-oxa-1-aza-bicyclo[3.1.0]hexan-4-ol

(3R,5S,6S,7S)-N-tert-butyl-3-(3-guanidinopropyl)-7-isobutyl-2-oxo-1,4-diazabicyclo[4.1.0]heptane-5-carboxamide
1215324-80-3

(3R,5S,6S,7S)-N-tert-butyl-3-(3-guanidinopropyl)-7-isobutyl-2-oxo-1,4-diazabicyclo[4.1.0]heptane-5-carboxamide

Conditions
ConditionsYield
In 1,1,1,3',3',3'-hexafluoro-propanol at 20℃; for 1h; optical yield given as %de;83%
D-arginine
157-06-2

D-arginine

benzyl chloroformate
501-53-1

benzyl chloroformate

Nα-Z-D-Arg
6382-93-0

Nα-Z-D-Arg

Conditions
ConditionsYield
With sodium hydroxide; sodium hydrogencarbonate82%
5-carboxymethyl-6-azauracil N-succinimidyl ester

5-carboxymethyl-6-azauracil N-succinimidyl ester

D-arginine
157-06-2

D-arginine

N1-[(6-azauracil-5-yl)methylcarbonyl]-D-arginine

N1-[(6-azauracil-5-yl)methylcarbonyl]-D-arginine

Conditions
ConditionsYield
In 1,4-dioxane; water at 20℃;80%
N-(benzyloxycarbonyl)-D-alanine N-hydroxysuccinimide ester
27167-53-9

N-(benzyloxycarbonyl)-D-alanine N-hydroxysuccinimide ester

D-arginine
157-06-2

D-arginine

Z-D-Ala-D-Arg-OH hydrochloride

Z-D-Ala-D-Arg-OH hydrochloride

Conditions
ConditionsYield
Stage #1: N-(benzyloxycarbonyl)-D-alanine N-hydroxysuccinimide ester; D-arginine In water; acetonitrile at 20℃;
Stage #2: With hydrogenchloride In water; acetonitrile pH=2.5;
73%
D-arginine
157-06-2

D-arginine

9H-fluorene-2-carbaldehyde
30084-90-3

9H-fluorene-2-carbaldehyde

C20H24N4O2

C20H24N4O2

Conditions
ConditionsYield
Stage #1: D-arginine; 9H-fluorene-2-carbaldehyde In methanol for 6h; Reflux;
Stage #2: With sodium tetrahydroborate In methanol at 20℃; for 1h;
68%
D-arginine
157-06-2

D-arginine

Z(OMe)-Tyr-N3
66854-58-8

Z(OMe)-Tyr-N3

Z(OMe)-Tyr-D-Arg-OH HCl
74863-19-7

Z(OMe)-Tyr-D-Arg-OH HCl

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide at 4℃; for 48h;62%
D-arginine
157-06-2

D-arginine

N-(fluoren-9-ylmethoxycarbonyl)glycine
29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

trifluoroacetic acid
76-05-1

trifluoroacetic acid

6-((S)-1-{[(E)-Allyloxycarbonylimino]-amino-methyl}-3-tert-butoxycarbonylamino-piperidin-2-yloxy)-hexanoic acid
241146-47-4

6-((S)-1-{[(E)-Allyloxycarbonylimino]-amino-methyl}-3-tert-butoxycarbonylamino-piperidin-2-yloxy)-hexanoic acid

3-((R)-2-Amino-5-guanidino-pentanoylamino)-N-[((S)-1-carbamimidoyl-2-hydroxy-piperidin-3-ylcarbamoyl)-methyl]-benzamide; compound with trifluoro-acetic acid

3-((R)-2-Amino-5-guanidino-pentanoylamino)-N-[((S)-1-carbamimidoyl-2-hydroxy-piperidin-3-ylcarbamoyl)-methyl]-benzamide; compound with trifluoro-acetic acid

Conditions
ConditionsYield
With aminomethylated polystyrene resin Solid phase reaction;48%
toluenic phosgene

toluenic phosgene

6-chloropurinyl pentanol

6-chloropurinyl pentanol

D-arginine
157-06-2

D-arginine

N,N-dimethylaminopurinyl pentoxycarbonyl D-arginine

N,N-dimethylaminopurinyl pentoxycarbonyl D-arginine

Conditions
ConditionsYield
With sodium hydrogencarbonate; dimethyl amine In tetrahydrofuran; methanol; water; acetone43%
With sodium hydrogencarbonate; dimethyl amine In tetrahydrofuran; methanol; water; acetone43%
D-arginine
157-06-2

D-arginine

2,4,6-trifluoropyrimidine
696-82-2

2,4,6-trifluoropyrimidine

A

N-(4,6-Difluoro-2-pyrimidyl)-D-arginine

N-(4,6-Difluoro-2-pyrimidyl)-D-arginine

B

N-(2,6-Difluoro-4-pyrimidyl)-D-arginine

N-(2,6-Difluoro-4-pyrimidyl)-D-arginine

Conditions
ConditionsYield
With sodium carbonate In water at 50℃; for 2h; Yields of byproduct given;A 40%
B n/a
With sodium carbonate In water at 50℃; for 2h; Yield given; Title compound not separated from byproducts;A 40%
B n/a
copper(II) choride dihydrate

copper(II) choride dihydrate

D-arginine
157-06-2

D-arginine

pyridine-3,5-dicarboxylate

pyridine-3,5-dicarboxylate

Cu(2+)*2NH2C(NH)NHCH2CH2CH2CH(NH2)COOH*C5H3N(COO)2(2-)*5H2O=[Cu(C6H14N4O2)2](C5H3N(COO)2)*5H2O

Cu(2+)*2NH2C(NH)NHCH2CH2CH2CH(NH2)COOH*C5H3N(COO)2(2-)*5H2O=[Cu(C6H14N4O2)2](C5H3N(COO)2)*5H2O

Conditions
ConditionsYield
With NaOH In water stoichiometric ratio Cu:L; diffusion of EtOH;30%
D-arginine
157-06-2

D-arginine

benzyl chloroformate
501-53-1

benzyl chloroformate

tri-carbobenzoxy arginine sodium salt

tri-carbobenzoxy arginine sodium salt

Conditions
ConditionsYield
With sodium hydroxide In water at 0℃; for 0.5h;15%
ethanol
64-17-5

ethanol

D-arginine
157-06-2

D-arginine

N,N'-diacetylglycylglycine ethyl ester
151079-65-1

N,N'-diacetylglycylglycine ethyl ester

Ac-Gly-Gly-OEt
3757-98-0

Ac-Gly-Gly-OEt

D-arginine
157-06-2

D-arginine

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

A

Nα-((R)-1-carboxy-ethyl)-D-arginine
63358-48-5

Nα-((R)-1-carboxy-ethyl)-D-arginine

B

Nα-((S)-1-carboxy-ethyl)-D-arginine
63358-46-3

Nα-((S)-1-carboxy-ethyl)-D-arginine

Conditions
ConditionsYield
With water
D-arginine
157-06-2

D-arginine

N,N'-diacetylglycylglycine ethyl ester
151079-65-1

N,N'-diacetylglycylglycine ethyl ester

Ac-Gly-Gly-OEt
3757-98-0

Ac-Gly-Gly-OEt

Conditions
ConditionsYield
With sodium hydroxide
With ethanol
D-arginine
157-06-2

D-arginine

2,5-diaminopentanoic acid
70-26-8, 348-66-3, 616-07-9, 7006-33-9

2,5-diaminopentanoic acid

Conditions
ConditionsYield
bei der Faeulnis;
D-arginine
157-06-2

D-arginine

N-nitro-L-arginine
2149-70-4

N-nitro-L-arginine

Conditions
ConditionsYield
With sulfuric acid; nitric acid nitro-d-arginine;
D-arginine
157-06-2

D-arginine

A

L-ornithine
70-26-8

L-ornithine

B

urea
57-13-6

urea

Conditions
ConditionsYield
bei der Einw. von Leberpresssaft;
With barium dihydroxide
With arginase
D-arginine
157-06-2

D-arginine

5-aminopentanoic acid
660-88-8

5-aminopentanoic acid

Conditions
ConditionsYield
bei der Faeulnis;
ethanol
64-17-5

ethanol

D-arginine
157-06-2

D-arginine

N,N'-diacetylpiperazin-2,5-dione
3027-05-2

N,N'-diacetylpiperazin-2,5-dione

N,N'-diacetylglycylglycine ethyl ester
151079-65-1

N,N'-diacetylglycylglycine ethyl ester

Conditions
ConditionsYield
at 20℃;
N-(benzyloxycarbonyl)-phenylalanine-N-hydroxysuccinimide ester
3397-32-8

N-(benzyloxycarbonyl)-phenylalanine-N-hydroxysuccinimide ester

D-arginine
157-06-2

D-arginine

(R)-2-((S)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-5-guanidino-pentanoic acid
88263-48-3

(R)-2-((S)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-5-guanidino-pentanoic acid

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 12h;
D-arginine
157-06-2

D-arginine

C11H13ClN4O3
114153-81-0

C11H13ClN4O3

Nα-{[5-(6-hydroxypurin-9-yl)pentoxy]carbonyl}-D-arginine

Nα-{[5-(6-hydroxypurin-9-yl)pentoxy]carbonyl}-D-arginine

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran Yield given;
D-arginine
157-06-2

D-arginine

C11H13ClN4O2

C11H13ClN4O2

Nα-{[5-(purin-9-yl)pentoxy]carbonyl}-D-arginine

Nα-{[5-(purin-9-yl)pentoxy]carbonyl}-D-arginine

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran Yield given;

D(-)-Arginine Chemical Properties

Molecular Structure of D-Arginine (CAS NO.157-06-2):

Empirical Formula: C6H14N4O2
Molecular Weight: 174.201
IUPAC Name: 2-amino-5-(diaminomethylideneamino)pentanoic acid 
H bond acceptors: 6
H bond donors: 7
Freely Rotating Bonds: 6
Polar Surface Area: 48.38 Å2
Index of Refraction: 1.601
Molar Refractivity: 40.69 cm3
Molar Volume: 118.7 cm3
Surface Tension: 66.1 dyne/cm
Density: 1.46 g/cm3
Flash Point: 201.2 °C
Enthalpy of Vaporization: 72.55 kJ/mol
Boiling Point: 409.1 °C at 760 mmHg
Vapour Pressure: 7.7E-08 mmHg at 25°C
EINECS: 205-866-5
Melting point: 226 °C (dec.)(lit.)
Storage temp.: Store at 0-5
Water Solubility: Soluble
Sensitive: Air Sensitive
Appearance: white to light yellow crystal powder
Product Categories: Amino Acids Derivatives; chiral; Protected amino acid & peptides; Arginine [Arg, R]; Amino Acids and Derivatives; alpha-Amino Acids; Amino Acids; Biochemistry; for Resolution of Acids; Optical Resolution; Synthetic Organic Chemistry; Amino Acids

D(-)-Arginine Safety Profile

The Hazard Codes: IrritantXi,HarmfulXn
The Risk Statements information of D-Arginine (CAS NO.157-06-2):
36: Irritating to the eyes
20/21/22: Harmful by inhalation, in contact with skin and if swallowed
36/37/38: Irritating to eyes, respiratory system and skin
The Safety Statements information:
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
WGK Germany: 3
RTECS: CF1934220
F: 9

D(-)-Arginine Specification

  D-Arginine , with CAS number of 157-06-2, can be called R-(-)-arginine ; (r)-2-amino-5-guanidinopentanoic acid ; arginine, d- ; h-d-arg-oh ; d-arg ; d-(-)-arginine ; d-arginine . It is a white to light yellow crystal powde. D-Arginine (CAS NO.157-06-2) is used for biochemical research.

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