Skip to Content
Merck

01423

N-Acetyl-D-penicillamine

≥99.0% (T)

Synonym(s):

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

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

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

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

N-Acetyl-D-penicillamine, ≥99.0% (T)

SMILES string

CC(=O)N[C@@H](C(O)=O)C(C)(C)S
CC(=O)N[C@@H](C(O)=O)C(C)(C)S

InChI key

MNNBCKASUFBXCO-YFKPBYRVSA-N

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

grade

derivatization grade ((HPLC))

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

Quality Level

100

Looking for similar products? Visit Product Comparison Guide

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.

Other Notes

Discover LiChropur reagents ideal for HPLC or LC-MS analysis

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCL5737
BCCG2009
BCBZ7652
BCBT9233
BCBS8684V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

Chao Qian et al.
Light, science & applications, 9, 59-59 (2020-04-28)
Optical logic operations lie at the heart of optical computing, and they enable many applications such as ultrahigh-speed information processing. However, the reported optical logic gates rely heavily on the precise control of input light signals, including their phase difference
Y Ivashko-Pachima et al.
Molecular psychiatry, 22(9), 1335-1344 (2017-01-25)
Activity-dependent neuroprotective protein (ADNP), vital for brain formation and cognitive function, is mutated in autism and linked to neurodegenerative/psychiatric diseases. An eight-amino-acid peptide snippet of ADNP, NAP (NAPVSIPQ), identified as a smallest active fragment, includes the SxIP microtubule (MT) end-binding
K Rafie et al.
Science advances, 7(2) (2021-02-02)
Human adenovirus (HAdV) types F40 and F41 are a prominent cause of diarrhea and diarrhea-associated mortality in young children worldwide. These enteric HAdVs differ notably in tissue tropism and pathogenicity from respiratory and ocular adenoviruses, but the structural basis for
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
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