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01423

Sigma-Aldrich

N-Acetyl-D-penicillamine

for HPLC derivatization, ≥99.0% (T)

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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

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

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Related Categories

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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Pictograms

Exclamation mark
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

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