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P4194

Sigma-Aldrich

DL-threo-1-Phenyl-2-palmitoylamino-3-morpholino-1-propanol

98%

Synonym(s):

(±)-PPMP

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About This Item

Empirical Formula (Hill Notation):
C29H50N2O3 · HCl
CAS Number:
149022-18-4
Molecular Weight:
511.18
MDL number:
MFCD00211157
UNSPSC Code:
12352211
PubChem Substance ID:
24898512
NACRES:
NA.25

Assay

98%

form

powder

lipid type

phosphoglycerides

storage temp.

2-8°C

SMILES string

CCCCCCCCCCCCCCCC(=O)N[C@H](CN1CCOCC1)[C@H](O)c2ccccc2

InChI

1S/C29H50N2O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-17-20-28(32)30-27(25-31-21-23-34-24-22-31)29(33)26-18-15-14-16-19-26/h14-16,18-19,27,29,33H,2-13,17,20-25H2,1H3,(H,30,32)/t27-,29-/m1/s1

InChI key

OFBANDBMHLEMFA-XRKRLSELSA-N

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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D Johansson et al.
British journal of cancer, 102(2), 383-391 (2009-12-17)
A major problem with cisplatin treatment is the development of acquired-drug resistance of the tumour cells. Verotoxin-1 (VT-1) exerts its cytotoxicity by targeting the membrane glycolipid globotriasosylceramide (Gb3), a molecule associated with drug resistance. Cisplatin- and VT-1-induced apoptosis involves mitogen-activated
A Abe et al.
Journal of biochemistry, 111(2), 191-196 (1992-02-01)
An inhibitor of glucosylceramide (GlcCer) synthase, 1-phenyl-2-decanoylamino-3-morpholino-1-propanol (PDMP), has been reported to deplete cells and mice of their glucosphingolipids. This inhibitor has proved useful for the elucidation of the many functions of this lipid family [reviewed by Radin, N.S. &
Virginia Sara Grancieri do Amaral et al.
International journal of molecular sciences, 21(8) (2020-04-16)
Psd1 is a pea plant defensin which can be actively expressed in Pichia pastoris and shows broad antifungal activity. This activity is dependent on fungal membrane glucosylceramide (GlcCer), which is also important for its internalization, nuclear localization, and endoreduplication. Certain
Tomasz B Owczarek et al.
PloS one, 8(12), e84191-e84191 (2014-01-07)
It was recently proposed that UDP-galactose:ceramide galactosyltransferase (UGT8), enzyme responsible for synthesis of galactosylceramide (GalCer), is a significant index of tumor aggressiveness and a potential marker for the prognostic evaluation of lung metastases in breast cancer. To further reveal the
Takuya Honda et al.
Biochimica et biophysica acta. Molecular and cell biology of lipids, 1866(1), 158817-158817 (2020-09-28)
Sphingolipids represent a family of cellular lipid-molecules that regulate physiological and pathophysiological processes. Glucosylceramide (GlcCer), the simplest glycosphingolipid (GSL), is synthesized from ceramide and UDP-glucose by GlcCer synthase (GCS). Both GlcCer (and resulting GSLs) and ceramide regulate various cellular functions
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