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56962

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
UNSPSC Code:
12352202
PubChem Substance ID:
329758253
MDL number:
MFCD08061884
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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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBL9170V
BCBB8095V
BCBB8095

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Samuel E K Caddick et al.
FEBS letters, 582(12), 1731-1737 (2008-04-30)
We describe a multifunctional inositol polyphosphate kinase/phosphotransferase from Solanum tuberosum, StITPKalpha (GenBank accession number: EF362784), hereafter called StITPK1. StITPK1 displays inositol 3,4,5,6-tetrakisphosphate 1-kinase activity: K(m) = 27 microM, and V(max) = 19 nmol min(-1) mg(-1). The enzyme displays inositol 1,3,4,5,6-pentakisphosphate
Andrew M Riley et al.
Chembiochem : a European journal of chemical biology, 7(7), 1114-1122 (2006-06-07)
myo-Inositol 1,3,4,5,6-pentakisphosphate (Ins(1,3,4,5,6)P(5)), an inositol polyphosphate of emerging significance in cellular signalling, and its C-2 epimer scyllo-inositol pentakisphosphate (scyllo-InsP(5)) were synthesised from the same myo-inositol-based precursor. Potentiometric and NMR titrations show that both pentakisphosphates undergo a conformational ring-flip at higher
Sandrine Deleu et al.
FEBS letters, 580(7), 1709-1715 (2006-02-28)
Studies [Zhou, D., Chen, L.-M., Hernandez, L., Shears, S.B., and Galán, J.E. (2001) A Salmonella inositol polyphosphatase acts in conjunction with other bacterial effectors to promote host-cell actin cytoskeleton rearrangements and bacterial internalization. Mol. Microbiol. 39, 248-259] with engineered Salmonella
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
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).
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