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01423

Sigma-Aldrich

N-Acetyl-D-penicillamine

for HPLC derivatization, ≥99.0% (T)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C7H13NO3S
Número de CAS:
15537-71-0
Peso molecular:
191.25
Beilstein/REAXYS Number:
1724742
EC Number:
239-585-4
MDL number:
MFCD00078887
UNSPSC Code:
12352116
PubChem Substance ID:
329747269
NACRES:
NA.26

grade

for HPLC derivatization

Quality Level

100

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

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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

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
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
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
Diederick Duijvesz et al.
PloS one, 8(12), e82589-e82589 (2014-01-07)
Current markers for prostate cancer, such as PSA lack specificity. Therefore, novel biomarkers are needed. Unfortunately, the complexity of body fluids often hampers biomarker discovery. An attractive alternative approach is the isolation of small vesicles, i.e. exosomes, ∼100 nm, which
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