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56962

Sigma-Aldrich

D-myo-Inositol 1,2,4,5,6-pentakis-phosphate

≥96% (HPLC)

Synonym(s):

L-myo-Inositol 2,3,4,5,6-pentakis-phosphate

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About This Item

Empirical Formula (Hill Notation):
C6H17O21P5
CAS Number:
26326-86-3
Molecular Weight:
580.06
MDL number:
MFCD08061884
UNSPSC Code:
12352202
PubChem Substance ID:
329758253

assay

≥96% (HPLC)

storage temp.

−20°C

SMILES string

O[C@H]1[C@@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O

InChI

1S/C6H17O21P5/c7-1-2(23-28(8,9)10)4(25-30(14,15)16)6(27-32(20,21)22)5(26-31(17,18)19)3(1)24-29(11,12)13/h1-7H,(H2,8,9,10)(H2,11,12,13)(H2,14,15,16)(H2,17,18,19)(H2,20,21,22)/t1-,2-,3-,4+,5-,6-/m1/s1

InChI key

CTPQAXVNYGZUAJ-XCMZKKERSA-N

Biochem/physiol Actions

Important intermediate in inositol phosphate metabolism. Inositides have an important impact on diverse areas of cellular regulation.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sean G Jackson et al.
BMC structural biology, 11, 11-11 (2011-02-12)
PH domains represent one of the most common domains in the human proteome. These domains are recognized as important mediators of protein-phosphoinositide and protein-protein interactions. Phosphoinositides are lipid components of the membrane that function as signaling molecules by targeting proteins
Ralf Greiner
The protein journal, 23(8), 577-585 (2005-01-15)
High-pressure liquid chromatography (HPLC) analysis established myo-inositol pentakisphosphate as the final product of phytate dephosphorylation by the phytate-degrading enzyme from Pantoea agglomerans. Neither product inhibition by phosphate nor inactivation of the Pantoea enzyme during the incubation period were responsible for
Nathalie Hayez et al.
Journal of neuroimmunology, 149(1-2), 167-181 (2004-03-17)
The neuropeptides Vasoactive-intestinal peptide (VIP) and Pituitary adenylate-cyclase activating protein (PACAP) increased cAMP levels in three out of five human myeloid leukemic cell lines tested while an increased in calcium intracytoplasmic levels was seen only in one cell line (HEL).
Laura B Sheard et al.
Nature, 468(7322), 400-405 (2010-10-12)
Jasmonates are a family of plant hormones that regulate plant growth, development and responses to stress. The F-box protein CORONATINE INSENSITIVE 1 (COI1) mediates jasmonate signalling by promoting hormone-dependent ubiquitylation and degradation of transcriptional repressor JAZ proteins. Despite its importance
Qingchuan Chen
Journal of agricultural and food chemistry, 52(15), 4604-4613 (2004-07-22)
A high-performance anion exchange chromatographic method was adapted for the quantitative determination of phytic acid and inositol pentakisphosphate isomers (excluding enantiomers) in foods. Because of the cost and limited availability of inositol phosphate standards, a phytic acid sodium salt standard
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