Catalog Number
ACM15537710-1
Product Name
N-Acetyl-D-penicillamine
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
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.
Grade
for HPLC derivatization
Optical Activity
[α]20/D +10±2°, c = 1% in ethanol
Technique
HPLC: suitable (derivatization)
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