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N-Acetyl-D-penicillamine

SIGMA/01423 - for HPLC derivatization, ≥99.0% (T)

Synonym: NAP; NAPA; N-Acetyl-3-mercapto-D-valine

CAS Number: 15537-71-0
Empirical Formula (Hill Notation): C7H13NO3S
Molecular Weight: 191.25
EC Number: 239-585-4
MDL Number: MFCD00078887
Linear Formula: C7H13NO3S
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-01423-1G 1 g
$62.80
1/EA
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45-01423-5G 5 g
$218.00
1/EA
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application(s) peptide synthesis
assay ≥99.0% (T)
color white
form powder or crystals
grade for HPLC derivatization
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
mp 185-190 °C (dec.)
optical activity [α]20/D +10±2°, c = 1% in ethanol
Quality Level 100 
SMILES string CC(=O)N[C@@H](C(O)=O)C(C)(C)S
technique(s) HPLC: suitable (derivatization)
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.
Recommended products: Discover LiChropur reagents ideal for HPLC  or LC-MS  analysis
Purity ≥99.0% (T)
mp 185-190 °C (dec.)
UNSPSC 12352116

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