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1R,2R-(+)-1-phenyl-2-palMitoylaMino-3-N-Morpholine-1-propanol

CAS No.
139889-53-5
Chemical Name:
1R,2R-(+)-1-phenyl-2-palMitoylaMino-3-N-Morpholine-1-propanol
Synonyms
D-threo-PPMP (PPMP);1R,2R-(+)-1-phenyl-2-palMitoylaMino-3-N-Morpholine-1-propanol;N-[(1R,2R)-2-hydroxyl-1-(4-monopholinylmethyl)-2-phenylethyl]decanamid;1R,2R-(+)-1-PHENYL-2-PALMITOYLAMINO-3-N-MORPHOLINE-1-PROPANOL;D-THREO-PPMP;Hexadecanamide, N-[(1R,2R)-2-hydroxy-1-(4-morpholinylmethyl)-2-phenylethyl]-
CBNumber:
CB62719829
Molecular Formula:
C29H50N2O3
Molecular Weight:
474.72
MDL Number:
MFCD22495353
MOL File:
139889-53-5.mol
MSDS File:
SDS
Last updated:2026-01-13 11:23:15

1R,2R-(+)-1-phenyl-2-palMitoylaMino-3-N-Morpholine-1-propanol Properties

storage temp. -20°C
form powder
InChIKey OFBANDBMHLEMFA-XRKRLSELSA-N
SMILES O[C@H](C1=CC=CC=C1)[C@H](NC(CCCCCCCCCCCCCCC)=O)CN2CCOCC2
UNSPSC Code 12352211
NACRES NA.25

SAFETY

Risk and Safety Statements

WGK Germany  WGK 3
Storage Class 11 - Combustible Solids

1R,2R-(+)-1-phenyl-2-palMitoylaMino-3-N-Morpholine-1-propanol Chemical Properties, Uses, Production

Description

D-threo-PPMP also known as 1R,2R-(+)-1-phenyl-2-palmitoylamino-3-N-morpholine-1-propanol, is a bioactive sphingolipid. It plays a vital role in regulation of ceramide metabolism. D-threo-PPMP influences cytokinesis failure and glycosylation by inhibiting glucosyl ceramide synthase (GCS). D-threo-PPMP also stops acylation reaction by inhibiting the activity of 1-O-acylceramide synthase (1-O-ACS).

Uses

D-threo-PPMP is a potent inhibitor of glucosylceramide (GlcCer) synthase. D-threo-PPMP can block karyokinesis and reduce cyst production[1][2].

in vitro

On the other hand, D-threo-1-phenyl-2-palmitoylamino-3-morpholino-1-propanol (PPMP), an inhibitor of glucosylceramide synthesis, blocked karyokinesis and reduced cyst production in culture. PPMP also altered the expression of cyst wall protein transcripts in encysting cells._x000D_ _x000D_ Reference: Infect Immun. 2008 Jul;76(7):2939-49. https://pubmed.ncbi.nlm.nih.gov/18426892/

target

D-threo-PPMP is a potent inhibitor of glucosylceramide (GlcCer) synthase.

References

[1] Gouazé V, et, al. Glucosylceramide synthase blockade down-regulates P-glycoprotein and resensitizes multidrug-resistant breast cancer cells to anticancer drugs. Cancer Res. 2005 May 1;65(9):3861-7. DOI:10.1158/0008-5472.CAN-04-2329
[2] Hernandez Y. Novel role of sphingolipid synthesis genes in regulating giardial encystation. Infect Immun. 2008 Jul;76(7):2939-49. DOI:10.1128/IAI.00116-08
[3] Wu X, et, al. Liquid chromatography method for quantifying D-threo-1-phenyl-2-palmitoylamino-3-morpholino-1-propanol (D-threo-PPMP) in mouse plasma and liver. J Chromatogr B Analyt Technol Biomed Life Sci. 2006 Jun 6;837(1-2):44-8. DOI:10.1016/j.jchromb.2006.03.060

1R,2R-(+)-1-phenyl-2-palMitoylaMino-3-N-Morpholine-1-propanol Preparation Products And Raw materials

Raw materials

Preparation Products

1R,2R-(+)-1-phenyl-2-palMitoylaMino-3-N-Morpholine-1-propanol Suppliers

Global Suppliers ( 12)
Supplier Tel Email Country ProdList Advantage
Chengdu Huachun Technology Co., Ltd 400-1166-196 15982826727 cdhxsj@163.com China 14571 60
TargetMol Chemicals Inc. 4008200310 15002144251 marketing@tsbiochem.com China 24951 58
Auonsi (Shanghai) Biology Technology Co., Ltd. 400-1107768 15058188853 478133536@qq.com China 8546 58
SHANGHAI ZZBIO CO., LTD. 18019219489 18901678489 tech@zzbioco.com China 12062 58
Aladdin Scientific tp@aladdinsci.com United States 50068 58
Creative Enzymes 1-516-855-7709 info@creative-enzymes.com United States 8748 58
1R,2R-(+)-1-phenyl-2-palMitoylaMino-3-N-Morpholine-1-propanol D-threo-PPMP (PPMP) 1R,2R-(+)-1-PHENYL-2-PALMITOYLAMINO-3-N-MORPHOLINE-1-PROPANOL;D-THREO-PPMP N-[(1R,2R)-2-hydroxyl-1-(4-monopholinylmethyl)-2-phenylethyl]decanamid Hexadecanamide, N-[(1R,2R)-2-hydroxy-1-(4-morpholinylmethyl)-2-phenylethyl]- 139889-53-5