| Identification | Back Directory | [Name]
DMAPP | [CAS]
1186-30-7 | [Synonyms]
IPP
DMAPP
KLHL27
DMAPP (ammonium salt)
VBUNGGIXIOHBHL-UHFFFAOYSA-N
GAMMA,GAMMA-DIMETHYLALLYL PYROPHOSPH
ISOPENTENYL PYROPHOSPHATE AMMONIUM SALT
GAMMA, GAMMA-DIMETHYLALLYL DIPHOSPHATE-TA
DIMETHYLALLYL PYROPHOSPHATE TRIAMMONIUM SALT
Dimethylallyl Diphosphate (tris-ammonium salt)
D-ERYTHRO-2-TETRADECANOYLAMINO-1-PHENYL-1-PROPANOL
GAMMA,GAMMA-DIMETHYLALLYL PYROPHOSPHATE AMMONIUM SALT
3-METHYL-2-BUTENYL-1-DIPHOSPHORIC ACID, TRIAMMONIUM SALT
GAMMA,GAMMA-DIMETHYLALLYL PYROPHOSPHATE TRIAMMONIUM SALT | [Molecular Formula]
C5H21N3O7P2 | [MDL Number]
MFCD00189839 | [MOL File]
1186-30-7.mol | [Molecular Weight]
297.18 |
| Chemical Properties | Back Directory | [Fp ]
21 °C | [storage temp. ]
-20°C | [solubility ]
Methanol: 10mM NH4OH (7:3): 2 mg/ml; Water: 25 mg/ml | [form ]
A crystalline solid | [color ]
Colorless to light yellow | [InChI]
InChI=1S/C5H12O7P2.H3N/c1-5(2)3-4-11-14(9,10)12-13(6,7)8;/h3H,4H2,1-2H3,(H,9,10)(H2,6,7,8);1H3 | [InChIKey]
DPJANMSJRVSJKR-UHFFFAOYSA-N | [SMILES]
P(O)(=O)(OCC=C(C)C)OP(O)(O)=O.N |
| Hazard Information | Back Directory | [Description]
Dimethylallyl pyrophosphate and isopentyl pyrophosphate undergo condensation to yield geranyl pyrophosphate, which undergoes condensation with a second molecule of isopentyl pyrophosphate to yield farnesyl pyrophosphate.1,2 Farnesylation is essential for the function of a number of proteins involved in signal transduction.3,4 | [Uses]
Dimethylallyl Pyrophosphate Triammonium Salt is a synthetic reagent in biochemical reactions. It is a natural occurring intermediate in biosynthetic pathways for the synthesis of natural products. Useful for the preparation of natural and unnatural terpenoid precursors of insect juvenile hormone. | [Biochem/physiol Actions]
Intermediate in terpene biosynthesis | [References]
[1] GRAHAM F. BARNARD George P. Human liver prenyltransferase and its characterization[J]. Biochimica et Biophysica Acta (BBA) - Enzymology, 1981, 661 1: Pages 87-99. DOI: 10.1016/0005-2744(81)90086-3
[2] F. MARK LASKOVICS C. D P. Prenyltransferase: determination of the binding mechanism and individual kinetic constants for farnesylpyrophosphate synthetase by rapid quench and isotope partitioning experiments[J]. Biochemistry Biochemistry, 1981, 20 7: 1893-1901. DOI: 10.1021/bi00510a027
[3] RAYMOND J. HOHL. Stereochemistry-dependent inhibition of RAS farnesylation by farnesyl phosphonic acids[J]. Lipids, 1998, 33 1: 39-46. DOI: 10.1007/s11745-998-0178-x |
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