Tuesday, April 5, 2016

NADPH

Nicotinamide adenine dinucleotide phosphate

    Nicotinamide adenine dinucleotide phosphate, is abbreviated as NADP⁺ . It is a cofactor used in anabolic reactions, such as lipid and nucleic acid synthesis, which require NADPH as a reducing agent (http://pubchem.ncbi.nlm.nih.gov/)

     NADP is oxidized and NADPH is reduced.

Nadp
Formula: C21H29N7O

Nadph
Formula:C21H29N7O17P3

Let's take a look at each component.

Nicotinamide
also known as niacinamide, is a colorless, crystalline, water-soluble solid.
O
, is the amide of nicotinic acid, and a component of the vitamin-B complex,found in meat, liver, fish, whole wheat, and eggs.  It is a primary amide. This chemical is not related to nicotine.

Adenine
a compound that is one of the four constituent bases of nucleic acids. Adenine is a purine derivative. It is paired with thymine in double-stranded DNA.

Dinucleotide
a nucleotide is a compound consisting of a nucleoside linked to a phosphate group. Nucleotides form the basic structural units of nucleic acids such as DNA. The prefix "di-" means the nucleotide consists of two units.  Each unit is composed of a phosphate, a pentose, and a purine or pyrimidine base.

Phosphate- A salt of phosphoric acid (http://www.chemspider.com/).


The Biology of NADPH-

     Nicotinamide adenine dinucleotide phosphate acts as a reducing agent in certain anabolic reactions.  NADPH is the reduced form of NADP+.  It is a coenzyme.  NADP+ has an additional phosphate on the 2' position of the ribose ring, attached to the adenine. NADPH forms when NADP+ molecules gain an electron from hydrogen.

     NADP + H1-> NADPH

     It is an electron carrier in a number of reactions, including lipid synthesis, cholesterol synthesis, fatty acid chain elongation, and nucleic acid synthesis. The electron carrier is alternately oxidized (NADP-) and reduced (NADPH).


Chemical name-
adenosine 5'-(trihydrogen diphosphate), 2'-(dihydrogen phosphate), P'-5'-ester with 3-(aminocarbonyl)-1-beta-D-ribofuranosylpyridinium, inner salt.


Why this chemical is important?

     In plants, NADPH is present during photosynthesis.  NADPH is produced by ferredoxin-NADP+ reductase  in the last step of the electron chain of the light reactions.

     It is also used as reducing power for the biosynthetic reactions in the Calvin Cycle to assimilate carbon dioxide.

     In animals, NADPH is abundant during the pentose phosphate pathway.

     In fat, and liver, the isocitrate dehydrogenase mechanism has vast quantities of NADPH.

     In mitochondria, NADH kinase produces NADPH and ADP, using NADH and ATP as substrates.

     NADPH provides the reducing equivalents for biosynthetic reactions and the oxidation-reduction involved in protecting against the toxicity of ROS (reactive oxygen species), allowing the regeneration of GSH (reduced glutathione).

     The NADPH system generates free radicals in immune cells. These radicals are used to destroy pathogens in a process termed the respiratory burst. It is the source of reducing equivalents for cytochrome P450 hydroxylation of aromatic compounds, steroids, alcohols, and drugs.


NADPH

Nicotinamide adenine dinucleotide phosphate


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