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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:
UNSPSC Code:
12352207
PubChem Substance ID:
NACRES:
NA.77

form

solid

Quality Level

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
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
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
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
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

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