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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World psychiatry : official journal of the World Psychiatric Association (WPA), 17(1), 49-66 (2018-01-21)
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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)
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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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 106895-5G | 04061833320099 |
| 01423-1G | 04061826661253 |
| 01423-5G | 04061835540815 |