SML2358
D-NMAPPD
≥98% (HPLC)
别名:
(1R, 2R)-N-myristoylamino-4′-nitro-phenylpropandiol-1, 3, (1R,2R)-B13, B13, N-[(1R,2R)-2-Hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]tetradecanamide, [R-(R*,R*)]-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-tetradecanamide
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关于此项目
经验公式（希尔记法）:
C23H38N2O5
化学文摘社编号:
分子量:
422.56
UNSPSC Code:
12352200
MDL number:
NACRES:
NA.21
SMILES string
[N+](=O)([O-])c1ccc(cc1)[C@@H](O)[C@H](NC(=O)CCCCCCCCCCCCC)CO
InChI
1S/C23H38N2O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-22(27)24-21(18-26)23(28)19-14-16-20(17-15-19)25(29)30/h14-17,21,23,26,28H,2-13,18H2,1H3,(H,24,27)/t21-,23-/m1/s1
InChI key
XUSDVLHKNBOGJY-FYYLOGMGSA-N
assay
≥98% (HPLC)
form
powder
optical activity
[α]/D -28 to -34, c = 0.1 in chloroform-d
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
2-8°C
Biochem/physiol Actions
D-NMAPPD (B13), a myristoyl-CoA analog, is a cell penetrant inhibitor of N-myristoyltransferases that suppressed FRS2α (fibroblast growth factor receptor substrate 2) myristoylation. D-NMAPPD inhibits wild-type FGFRs and drug-resistant mutants (FGFRsDRM) oncogenic signaling in cancer cells. D-NMAPPD potently inhibits growth of xenograft tumors in mice. D-NMAPPD is a potent inhibitor of ceramidase that elevates endogenous ceramide levels and suppress growth of cancer cells.
cell penetrant inhibitor of N-myristoyltransferases that suppressed FRS2α myristoylation; potent inhibitor of ceramidase that elevates endogenous ceramide levels.
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Induction of Inflammation Disrupts the Negative Interplay between STING and S1P Axis That Is Observed during Physiological Conditions in the Lung.
Terlizzi, et al.
International Journal of Molecular Sciences, 24 (2023)
Mototeru Yamane et al.
Biochemistry and biophysics reports, 11, 174-181 (2017-09-29)
In this study, we showed that the dual addition of glucosyl ceramide synthase and ceramidase inhibitors to A549 cell culture led to the possibility of ceramide channel formation via endogenous palmitoyl-ceramide accumulation with an increase in cholesterol contents in the
Qianjin Li et al.
The Journal of biological chemistry, 293(17), 6434-6448 (2018-03-16)
Fibroblast growth factor (FGF)/FGF receptor (FGFR) signaling facilitates tumor initiation and progression. Although currently approved inhibitors of FGFR kinase have shown therapeutic benefit in clinical trials, overexpression or mutations of FGFRs eventually confer drug resistance and thereby abrogate the desired
Michela Terlizzi et al.
Cells, 11(16) (2022-08-27)
Sphingosine-1-phosphate (S1P) is involved in inflammatory signaling/s associated with the development of respiratory disorders, including cancer. However, the underlying mechanism/s are still elusive. The aim of this study was to investigate the role of S1P on circulating blood cells obtained
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