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01423

Sigma-Aldrich

N-Acetyl-D-penicillamine

for HPLC derivatization, ≥99.0% (T)

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C7H13NO3S
Numéro CAS:
15537-71-0
Poids moléculaire :
191.25
Numéro Beilstein :
1724742
Numéro CE :
239-585-4
Numéro MDL:
MFCD00078887
Code UNSPSC :
12352116
ID de substance PubChem :
329747269
Nomenclature NACRES :
NA.26

Qualité

for HPLC derivatization

Niveau de qualité

100

Pureté

≥99.0% (T)

Forme

powder or crystals

Activité optique

[α]20/D +10±2°, c = 1% in ethanol

Technique(s)

HPLC: suitable (derivatization)

Couleur

white

Pf

185-190 °C (dec.)

Application(s)

peptide synthesis

Chaîne SMILES 

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

Clé InChI

MNNBCKASUFBXCO-YFKPBYRVSA-N

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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

Actions biochimiques/physiologiques

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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Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

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
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
Hwiwon Lee et al.
ACS applied materials & interfaces, 8(47), 32202-32210 (2016-12-10)
Noninvasive transdermal delivery is a promising method with distinct advantages including patient compliance over other delivery routes. Here, hyaluronate-gold nanorod/death receptor 5 antibody (HA-AuNR/DR5 Ab) complex was developed for transdermal theranosis of skin cancer. The successful formation of the complex
Xiao Lin et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(26), 6717-6721 (2017-06-15)
A fundamental building block for nanophotonics is the ability to achieve negative refraction of polaritons, because this could enable the demonstration of many unique nanoscale applications such as deep-subwavelength imaging, superlens, and novel guiding. However, to achieve negative refraction of
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