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Merck
CN

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

Key Documents

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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

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 key

CTPQAXVNYGZUAJ-XCMZKKERSA-N

assay

≥96% (HPLC)

storage temp.

−20°C

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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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
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
Kiyoshi Hidaka et al.
Experimental cell research, 290(2), 254-264 (2003-10-22)
It is important to both physiological and pathological osteogenesis to understand the significance of changes in gene expression in growth-plate chondrocytes that transit between the proliferative and hypertrophic states. MINPP is one such gene of interest. The Minpp protein dephosphorylates
Laurens Pauwels et al.
The Plant cell, 23(9), 3089-3100 (2011-10-04)
Jasmonates are phytohormones that regulate many aspects of plant growth, development, and defense. Within the signaling cascades that are triggered by jasmonates, the JASMONATE-ZIM DOMAIN (JAZ) repressor proteins play a central role. The endogenous bioactive JA-Ile conjugate mediates the binding
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