Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

01423

Sigma-Aldrich

N-Acetyl-D-penicillamine

for HPLC derivatization, ≥99.0% (T)

Synonym(s):

NAP, NAPA, N-Acetyl-3-mercapto-D-valine

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C7H13NO3S
CAS Number:
15537-71-0
Molecular Weight:
191.25
Beilstein:
1724742
EC Number:
239-585-4
MDL number:
MFCD00078887
UNSPSC Code:
12352116
PubChem Substance ID:
329747269
NACRES:
NA.26

grade

for HPLC derivatization

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

Looking for similar products? Visit Product Comparison Guide

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Joaquim Radua et al.
World psychiatry : official journal of the World Psychiatric Association (WPA), 17(1), 49-66 (2018-01-21)
Psychosis is a heterogeneous psychiatric condition for which a multitude of risk and protective factors have been suggested. This umbrella review aimed to classify the strength of evidence for the associations between each factor and psychotic disorders whilst controlling for
Geraldine Rodriguez et al.
Frontiers in human neuroscience, 12, 300-300 (2018-08-11)
Sexual behaviour is the result of an interplay between distinct neural inhibitory and excitatory mechanisms. Individual differences in sexual excitation and sexual inhibition are proposed to play an important role in the processes sustaining the regulation of sexual behaviour. While
S Hoshida et al.
Journal of the American College of Cardiology, 27(4), 902-909 (1996-03-15)
This study compared the effect of a nitric oxide donor on limiting the size of infarct resulting from myocardial ischemia-reperfusion between atherosclerotic and nonatherosclerotic models. Endothelial-derived relaxation in coronary arteries affected by ischemia is substantially impaired after reperfusion, and this
Laura Wante et al.
Journal of clinical child and adolescent psychology : the official journal for the Society of Clinical Child and Adolescent Psychology, American Psychological Association, Division 53, 47(4), 608-619 (2016-01-09)
Cognitive theories emphasize the importance of attentional biases in the development and maintenance of depression. Noteworthy, recent studies indicate that depression-related biases only occur in later stages of attentional processing. This is consistent with the idea that attention is a
Edward C Jones-López et al.
PLoS medicine, 8(3), e1000427-e1000427 (2011-03-23)
Each year, 10%-20% of patients with tuberculosis (TB) in low- and middle-income countries present with previously treated TB and are empirically started on a World Health Organization (WHO)-recommended standardized retreatment regimen. The effectiveness of this retreatment regimen has not been
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service