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M3170

Sigma-Aldrich

α,β-Methyleneguanosine 5′-diphosphate sodium salt

≥98%

Synonym(s):

GMPCP, GPCP

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About This Item

Empirical Formula (Hill Notation):
C11H17N5O10P2 · xNa+
CAS Number:
Molecular Weight:
441.23 (free acid basis)
UNSPSC Code:
41106305

assay

≥98%

form

solid

storage temp.

−20°C

Application

α,β-Methyleneguanosine 5′-diphosphate (GPCP; GMPCP) is a GDP methylene analog used to study vinblastine-induced self-association of tubulin. GMPCP is used as an alternative to calcium to produce helical tubes that support bacterial division via assembly of cytokinetic ring structures, Z-rings. GMPCP may be used in comparison with the more slowly hydrolyzed analog guanylyl-(α,β)-methylene-diphosphonate (GMPCPP).

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Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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J Löwe et al.
Biological chemistry, 381(9-10), 993-999 (2000-11-15)
Bacterial cell division depends on the formation of a cytokinetic ring structure, the Z-ring. The bacterial tubulin homologue FtsZ is required for Z-ring formation. FtsZ assembles into various polymeric forms in vitro, indicating a structural role in the septum of
A A Hyman et al.
The Journal of cell biology, 128(1-2), 117-125 (1995-01-01)
We have used cryoelectron microscopy to try to understand the structural basis for the role of GTP hydrolysis in destabilizing the microtubule lattice. We have measured a structural difference introduced into microtubules by replacing GTP with guanylyl-(alpha,beta)-methylene-diphosphonate (GMPCPP). In a
B Vulevic et al.
Biochemistry, 36(42), 12828-12835 (1997-10-23)
It is now well established that guanine nucleotides are allosteric effectors of the vinca alkaloid-induced self-association of tubulin. GDP enhances self-association for vinblastine-, vincristine- and vinorelbine-induced spiral assembly relative to GTP by 0.90 +/- 0.17 kcal/mol [Lobert et al. (1996)

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