01423

N-Acetyl-D-penicillamine

for HPLC derivatization, ≥99.0% (T)

• Synonym(s): NAP, NAPA, N-Acetyl-3-mercapto-D-valine
• Empirical Formula (Hill Notation): C₇H₁₃NO₃S
• CAS Number: 15537-71-0
• Molecular Weight: 191.25
• Beilstein: 1724742
• EC Number: 239-585-4
• MDL number: MFCD00078887
• PubChem Substance ID: 329747269
• NACRES: NA.26

Properties

• grade: for HPLC derivatization
• Quality Level: 100
• Assay: ≥99.0% (T)
• form: powder or crystals
• optical activity: [α]20/D +10±2°, c = 1% in ethanol
• technique(s): HPLC: suitable (derivatization)
• color: white
• mp: 185-190 °C (dec.)
• application(s): peptide synthesis
• SMILES string: 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

Description

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.

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Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315 - H319 - H335
• Precautionary Statements: P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves