01423
N-Acetyl-D-penicillamine
≥99.0% (T)
Synonym(s):
NAP, NAPA, N-Acetyl-3-mercapto-D-valine
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About This Item
Empirical Formula (Hill Notation):
C7H13NO3S
CAS Number:
Molecular Weight:
191.25
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352116
EC Number:
239-585-4
MDL number:
Beilstein/REAXYS Number:
1724742
grade
derivatization grade ((HPLC))
Quality Level
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
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.
signalword
Warning
hcodes
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
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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
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
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 106895-5G | 04061833320099 |
| 01423-5G | 04061835540815 |
| 01423-1G | 04061826661253 |