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P7686

Sigma-Aldrich

L-α-Phosphatidyl-D-myo-inositol 4-monophosphate, dipalmitoyl ammonium salt

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About This Item

Empirical Formula (Hill Notation):
C41H80O16P2 · xNH3
Molecular Weight:
891.01 (free acid basis)
MDL number:
MFCD12910458
UNSPSC Code:
12352207
PubChem Substance ID:
24898867
NACRES:
NA.77

form

solid

Quality Level

200

solubility

DMSO: soluble
chloroform: soluble
ethanol: soluble

storage temp.

−20°C

SMILES string

N.CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)O[C@@H]1[C@H](O)[C@H](O)[C@@H](OP(O)(O)=O)[C@H](O)[C@H]1O)OC(=O)CCCCCCCCCCCCCCC

InChI

1S/C41H80O16P2.H3N/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)53-31-33(55-35(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)32-54-59(51,52)57-41-38(46)36(44)40(37(45)39(41)47)56-58(48,49)50;/h33,36-41,44-47H,3-32H2,1-2H3,(H,51,52)(H2,48,49,50);1H3/t33-,36-,37+,38-,39-,40+,41+;/m1./s1

InChI key

LVICQWVAYMJTST-LCJGNHTMSA-N

Substrates

Component of lipid signaling pathway; substrate for phosphatidylinositol 3-kinase and phosphatidylinositol-4-phosphate 5-kinase; shown to promote β-adrenergic receptor kinase phosphorylation of the β2-adrenergic receptor.

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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Yu Mei et al.
Cell research, 22(3), 581-597 (2011-09-07)
Phosphatidylinositol monophosphate 5-kinase (PIP5K) catalyzes the synthesis of PI-4,5-bisphosphate (PtdIns(4,5)P(2)) by phosphorylation of PI-4-phosphate at the 5 position of the inositol ring, and is involved in regulating multiple developmental processes and stress responses. We here report on the functional characterization
Hui Ma et al.
Cell research, 16(5), 466-478 (2006-05-16)
Multiple repeats of membrane occupation and recognition nexus (MORN) motifs were detected in plant phosphatidylinositl monophosphate kinase (PIPK), a key enzyme in PI-signaling pathway. Structural analysis indicates that all the MORN motifs (with varied numbers at ranges of 7-9), which
C L Huang et al.
Nature, 391(6669), 803-806 (1998-03-05)
Inward rectifier K+ channels, which modulate electrical activity in many cell types, are regulated by protein kinases, guanine-nucleotide-binding proteins (G proteins) and probably actin cytoskeleton. Generation of phosphatidylinositol 4,5-bisphosphate (PIP2) by ATP-dependent lipid kinases is known to activate inward rectifier
J A Pitcher et al.
The Journal of biological chemistry, 270(20), 11707-11710 (1995-05-19)
The pleckstrin homology (PH) domain is an approximately 100-amino-acid region of sequence homology present in numerous proteins of diverse functions, which forms a discrete structural module. Several ligands capable of binding to PH domain-containing proteins have been identified including phosphatidylinositol
J E Harlan et al.
Biochemistry, 34(31), 9859-9864 (1995-08-08)
The pleckstrin homology (PH) domain is a protein module of approximately 100 amino acids that is found in several proteins involved in signal transduction [for a recent review, see Gibson et al. (1994) Trends Biochem. Sci. 19, 349-353]. Although the

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