Structure

N-Acetyl-D-penicillamine

CAS
15537-71-0
Catalog Number
ACM15537710-1
Category
Amino Acids
Molecular Weight
191.25

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Specification

Synonyms
NAP, NAPA, N-Acetyl-3-mercapto-D-valine
Canonical SMILES
CC(=O)N[C@@H](C(O)=O)C(C)(C)S
InChI
1S/C7H13NO3S/c1-4(9)8-5(6(10)11)7(2,3)12/h5,12H,1-3H3,(H,8,9)(H,10,11)/t5-/m0/s1
InChI Key
MNNBCKASUFBXCO-YFKPBYRVSA-N
Melting Point
185-190 ℃(dec.)
Application
Chiral reagent for the precolumn derivatization of amino acids or amino alcohols; the diastereoisomers formed can be efficiently resolved by HPLC on conventional reversed-phase columns
Assay
≥99.0% (T)
Beilstein
1724742
Biochem Physiol Actions
N-Acetyl-D-penicillamine (NAP or NAPA), a thiol compound, is 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.
Color
white
EC Number
239-585-4
Form
powder or crystals
Grade
for HPLC derivatization
MDL Number
MFCD00078887
NACRES
NA.26
Optical Activity
[α]20/D +10±2°, c = 1% in ethanol
PubChem ID
329747269
Quality Level
100
Storage Temperature
2-8℃
Technique
HPLC: suitable (derivatization)
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