1-[5-O-[(2'-O-ホスホノ-5'-アデニリルオキシ)オキシラトホスフィニル]-β-D-リボフラノシル]-3-カルバモイルピリジニウム 化学特性,用途語,生産方法
外観
白色～黄赤色～緑色粉末～結晶
性質
pKa 3.9．6.1，E0' 光吸収などNAD+ とほぼ同じ．NADPHもNADHと似る
解説
ニコチンアミドアデニンジヌクレオチドリン酸．略称NADP．古くはTPN(トリホスホピリジンヌクレオチド)，補酵素Ⅱともよばれた．構造は，NAD(ニコチンアミドアデニンジヌクレオチド)のアデノシンのC-2′位に，さらに1分子のリン酸がエステル結合をしたもので，NADと同様に各種酸化還元酵素の補酵素として水素受容体となる．たとえば，グルコース6-リン酸脱水素酵素は次の反応を触媒する．
グルコース6-リン酸 ＋ NADP＋
6-ホスホグルコン酸 ＋ NADPH ＋ H＋
pK1 3.9，pK2 6.1，λmax 260 nm(ε 18×106)，λmax 340 nm(ε 6.2×106，還元型)．
用途
ニコチンアミドアデニンジヌクレオチドと構造上良く似ており、脱水素酵素の補酵素として一般的に機能している。略号であるNADP+（あるいはNADP）として一般的には良く知られている。
生物学的性質
多くの脱水素酵素の補酵素，NADPHは呼吸鎖で直接酸化されず，基質還元(脂肪酸生合成)や酸素添加酵素(ヒドロキシラーゼ)への電子供与などに作用．細胞含量はNAD+ より低く，相対的に還元型が多い
化学的特性
Triphosphopyridine nucleotide is white or off-white powder, it is easy to absorb moisture and deliquescence. pKa{1}=3.9; pKa{2}=6.1. It is soluble in water, methanol, insoluble in ethanol, insoluble in ether and ethyl acetate.
分布
肝臓より抽出
使用
β-Nicotinamide adenine dinucleotide phosphate hydrate is suitable for use in:
the measurement of Glucose-6-phosphate dehydrogenase activity
the Cytochrome P450 3A4 assay as a part of NADPH-regenerating system
the Cytochrome P450 2D6 assay as a part of NADPH-regenerating system
the determination of Glucose-6-phosphate content
定義
The oxidized form of nicotinamide adenine dinucleotide phosphate (NADP) that receives electrons
from photosystem I during photosynthesis. It exists
as an anion under normal physiologic conditions.
合成
Triphosphopyridine nucleotide is prepared by the reaction of NADPH. It is synthesised mainly by the interaction of both NfrA1 enzyme and a Bacillus subtilis under the conditions of bacterial luciferase. Reaction conditions were as follows: with hydrogenchloride; NfrA1 enzyme; nitrofurazone; 2-amino-2-hydroxymethyl-1,3-propanediol In water at 23℃; pH=7.0; Enzyme kinetics; Further Variations; Reagents; Oxidation.
純化方法
Purify NMN by passage through a column of Dowex-1 (Clform) and washing with H2O until no absorbance is observed at 260 nm. The tubes containing NMN are pooled, adjusted to pH 5.5-6 and evaporated in vacuo to a small volume. This is adjusted to pH 3 with dilute HNO3 in an ice-bath and treated with 20volumes of Me2CO at 0-5o. The heavy white precipitate is collected by centrifugation at 0o. It is best stored wet and frozen or it can be dried to give a gummy residue. It has max 266nm ( 4,600) and min 249nm ( 3600) at pH 7.0 (i.e. no absorption at 340nm). It can be estimated by reaction with CNor hydrosulfite which form the 4-adducts (equivalent to NADH) which have UV max 340nm ( 6,200). Thus after reaction, an OD340 of one is obtained from a 0.1612mM solution in a 1cm path cuvette. [Plaut & Plaut Biochemical Preparations 5 56 1957, Maplan & Stolzenbach Methods Enzymol 3 899 1957, Kaplan et al. J Am Chem Soc 77 815 1955, Beilstein 22/2 V 168.]
1-[5-O-[(2'-O-ホスホノ-5'-アデニリルオキシ)オキシラトホスフィニル]-β-D-リボフラノシル]-3-カルバモイルピリジニウム 上流と下流の製品情報
原材料
準備製品