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ChemicalBook--->CAS DataBase List--->15537-71-0

15537-71-0

15537-71-0 Structure

15537-71-0 Structure
IdentificationBack Directory
[Name]

N-ACETYL-3-MERCAPTO-D-VALINE
[CAS]

15537-71-0
[Synonyms]

Ac-D-Pen-OH
N-ACETYL-D-PENICILLAMINE
N-ACETYL-3-MERCAPTO-D-VALINE
D-Valine, N-acetyl-3-mercapto-
N-acetyl-3-dimethyl-DL-cysteine
N-Acetyl-D-penicillaminebiochemika
-2-Acetamido-3-mercapto-3-methylbutanoic acid
N-Acetyl-D-penicillaMine for HPLC derivatization
(S)-2-Acetamido-3-mercapto-3-methylbutanoic acid
(2S)-2-acetamido-3-methyl-3-sulfanyl-butanoic acid
(S)-2-(Acetylamino)-3-mercapto-3-methylbutanoic acid
N-Acetyl-D-penicillaMine/N-Acetyl-3-Mercapto-D-Valine
[EINECS(EC#)]

239-585-4
[Molecular Formula]

C7H13NO3S
[MDL Number]

MFCD00078887
[MOL File]

15537-71-0.mol
[Molecular Weight]

191.25
Chemical PropertiesBack Directory
[Melting point ]

185-190 °C (dec.)
[Boiling point ]

392.7±37.0 °C(Predicted)
[density ]

1.201±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[solubility ]

Ethanol (Slightly), Methanol (Slightly), Trifluoroacetic Acid (Slightly)
[form ]

Solid
[pka]

3.39±0.10(Predicted)
[color ]

White to Off-White
[optical activity]

[α]20/D +10±2°, c = 1% in ethanol
[Merck ]

13,100
[BRN ]

1724742
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
[F ]

10-23
Hazard InformationBack Directory
[Uses]

Protected Penicillamin.
[Definition]

ChEBI: An N-acetyl-D-amino acid where the amino acid is D-penicillamine
[Biological Activity]

N-Acetyl-D-penicillamine (NAP or NAPA)a thiol compoundis often used as a control molecule in studies involving nitric oxide donor molecules such as S-nitroso-N-acetyl-dl-penicillamine (SNAP) and sodium nitroprusside (SNP). N-acetyl-D-penicillamine (NAPA) is also used as a heavy metal chelator.
[Purification Methods]

Both forms are recrystallised from hot H2O. A pure sample of the D-form is obtained after five recrystallisations. [Crooks in The Chemistry of Penicillin Clarke, Johnson and Robinson eds, Princeton University Press, 470 1949, Review: Chain et al. Antibiotics (Oxford University Press) 2 1949, Beilstein 4 III 1662.]
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