16750-99-5

Basic information

• Product Name: GERANYL MONOPHOSPHATE
• Synonyms: GERANYL MONOPHOSPHATE;(E)-3,7-Dimethyl-2,6-octadien-1-ol dihydrogen phosphate lithium salt;(E)-3,7-Dimethyl-2,6-octadien-1-yl phosphate lithium salt;Geranyl monophosphate lithium salt;Geranyl phosphate lithium salt
• CAS NO: 16750-99-5
• Molecular Formula: C₁₀H₁₉O₄P
• Molecular Weight: 234.229221
• Mol File: 16750-99-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 377.7±52.0 °C(Predicted)
• Appearance: /methanol:ammonia solution
• Density: 1.137±0.06 g/cm3(Predicted)
• Storage Temp.: −20°C
• PKA: 1.86±0.10(Predicted)
• BRN: 1911590
• CAS DataBase Reference: GERANYL MONOPHOSPHATE(CAS DataBase Reference)
• NIST Chemistry Reference: GERANYL MONOPHOSPHATE(16750-99-5)
• EPA Substance Registry System: GERANYL MONOPHOSPHATE(16750-99-5)

Safety Data

• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 7-16-36/37-45
• RIDADR: UN 1230 3/PG 2
• WGK Germany: 1
• Hazardous Substances Data: 16750-99-5(Hazardous Substances Data)

Usage

General Description

Geranyl pyrophosphate (GPP) is an important intermediate in the biosynthesis of monoterpenes, diterpenes, and tetraterpenes. Its structure consists of a geranyl group attached to a phosphate group and it is a key precursor in the formation of a wide variety of natural products, including essential oils, hormones, and pigments. GPP is synthesized in the mevalonate pathway and serves as the substrate for various enzymes involved in terpene biosynthesis. Its role in plant metabolism and its potential applications in the production of pharmaceuticals and other valuable compounds make GPP a significant molecule in the field of natural product chemistry and biotechnology.

Upstream product

• 87378-16-3 2,3,6,7-tetrabromo-3,7-dimethyl-octan-1-ol 
• 763-10-0 geranyl diphosphate 
• 358-71-4 isopentyl pyrophosphate 
• 358-72-5 dimethylallyl diphosphate 
• 119188-31-7 phosphoric acid mono-(2,3,6,7-tetrabromo-3,7-dimethyl-octyl) ester 
• 106-24-1 Geraniol 

Downstream Products

• 763-10-0 geranyl diphosphate 
• 106-24-1 Geraniol 

Relevant articles and documents

Probing the Substrate Promiscuity of Isopentenyl Phosphate Kinase as a Platform for Hemiterpene Analogue Production

Isoprenoids are a large class of natural products with wide-ranging applications. Synthetic biology approaches to the manufacture of isoprenoids and their new-to-nature derivatives are limited due to the provision in nature of just two hemiterpene buildin

Enzymatic synthesis of lipid II and analogues

The emergence of antibiotic resistance has prompted active research in the development of antibiotics with new modes of action. Among all essential bacterial proteins, transglycosylase polymerizes lipid II into peptidoglycan and is one of the most favorable targets because of its vital role in peptidoglycan synthesis. Described in this study is a practical enzymatic method for the synthesis of lipid II, coupled with cofactor regeneration, to give the product in a 50-70 % yield. This development depends on two key steps: the overexpression of MraY for the synthesis of lipid I and the use of undecaprenol kinase for the preparation of polyprenol phosphates. This method was further applied to the synthesis of lipid II analogues. It was found that MraY and undecaprenol kinase can accept a wide range of lipids containing various lengths and configurations. The activity of lipid II analogues for bacterial transglycolase was also evaluated.