Name | beta-Nicotinamide adenine dinucleotide trihydrate |
Synonyms | NAD nadide cozymase beta-dpn beta-Diphosphopyridine nucleotide β-Nicotinamide adenine dinucleotide beta-Nicotinamide adenine dinucleotide trihydrate [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl [[(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-oxido-phosphoryl] phosphate [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] [(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl phosphate |
CAS | 53-84-9 |
EINECS | 200-184-4 |
InChI | InChI=1/C21H27N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,37)/p-1/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1 |
InChIKey | BAWFJGJZGIEFAR-WWRWIPRPSA-N |
Molecular Formula | C21H27N7O14P2 |
Molar Mass | 663.43 |
Melting Point | 140-142 °C (decomp) |
Water Solubility | Soluble in water at 50mg/ml |
Appearance | Shape Powder, color White |
PH | ~3.0 (50mg/mL in water) |
Storage Condition | -20°C |
Stability | Stable. Hygroscopic. Incompatible with strong oxidizing agents. |
MDL | MFCD00036253 |
Physical and Chemical Properties | Chemical properties white powder, easy to absorb moisture, the aqueous solution is acidic. The solid is stable under dry conditions. The neutral or weakly acidic aqueous solution of this product can be stored for 7 days at room temperature, and it will accelerate deterioration and decomposition in case of alkali and heat. The specific rotation [α]23D-34.8 °(1%, water); its aqueous solution has the maximum absorption at 260nm and 340nm wavelengths. Easily soluble in water, insoluble in organic solvents such as acetone. |
Use | Purpose 1. It is an essential coenzyme in vivo for biochemical research, clinical diagnosis, clinical drug and drug research. 2. Coenzyme drugs. Clinically, it is mainly used for adjuvant treatment of coronary heart disease, which can improve chest tightness, angina pectoris and other symptoms. Adverse reactions occasionally include dry mouth, dizziness, nausea, etc. |
Risk Codes | R36 - Irritating to the eyes R68/20/21/22 - R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R40 - Limited evidence of a carcinogenic effect R22 - Harmful if swallowed |
Safety Description | S24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
RTECS | UU3450000 |
TSCA | Yes |
HS Code | 29349990 |
Reference Show more | 1. Song Yanhua, Cai de, Lei Xia Yong, et al. Protective effect of xylooligosaccharides combined with chitooligosaccharides on acute liver injury and immune activity of spleen cells in mice [J]. Zhejiang Preventive Medicine 2017(7). 2. Zhang Yubin, Li Pingzi, Lei Yun, etc. Study on NADH mitochondria-mediated regeneration of yak meat based on lactate-LDH [J]. Journal of Agricultural Machinery, 2020, v.51(06):360-366. 3. Yang Tianzhi, Ding Fangli, Feng Yanbo, et al. Optimization of preparation technology of compound jiejiu granules [J]. Journal of Food Safety and quality testing, 2015, 25 (8):2937-2943. 4. Bai Qinqin, Jin Qing. Study on the characteristics of Mannitol dehydrogenase from Leuconostoc citriolum [C]// Chinese food science and technology society Sino-American food industry high-level forum. 2013. 5. Wei Lu, you Xinguo, Li Huiping, et al. Expression of zinc finger protein 185 in mouse Leydig cells [J]. Journal of Shanxi Medical University, 2016, 47(003):238-241. 6. Chen richun, Xiong Wenfei, Cai Yinan, etc. Antioxidant activity of collagen peptides from silver carp scales [J]. Journal of Food Science and Technology, 2013, 31(006):28-35. 7. Li Yao Yao, Cao Mao Mao Mao, Wang Xiaolu, et al. Effects of exogenous p-coumaric acid treatment on phenylpropane metabolism and antioxidant capacity of postharvest peach fruit [J]. Food Science, 2019, 40(23). 8. Hou Jinglong, Mao with years, Hu Yuan, etc. Study on antioxidant activity of Pueraria lobata and Hovenia dulcis Thunb in vitro [J]. Progress in animal medicine, 2020, 041(002):63-69. 9. Xu Yaqin, Fu xuetin, Wang Libo, etc. Effects of acetylation modification on structural characteristics and activity of polysaccharides from black currant fruit [J]. Fine Chemicals, 2019, 36(12). 10. Yuan Yuan Yuan. Study on doxycycline hydrochloride-florfenicol injection for Actinobacillus pleuropneumoniae and Haemophilus parasuis PK-PD synchronous model [D]. Huazhong Agricultural University, 2020. 11. With the year, Hou Jinglong, Hu yuan, he Yajuan, Yang Wenjuan. Preparation and in vitro enzymatic activity of Gezhi granules [J]. Food Science and Technology, 2020,45(09):85-94. 12. Zhang, li‐ping, et al. "Effects." Journal of Food Processing and Preservation 38.4 (2014): 1749-1758.https://doi.org/10.1111/jfpp.12138 13. [IF=3.575] Wei Hou et al."Propylselen inhibits cancer cell growth by targeting glutamate dehydrogenase at the NADP binding site."Biochem Bioph Res Co. 2019 Jan;509:262 14. [IF=2.19] Li-Ping Zhang et al."Effects of 1-methylcyclopropene on the Metabolic Pathways of Aroma-Related Compounds in Nanguo Pear."J Food Process Pres. 2014 Aug;38(4):1749-1758 15. [IF=6.312] Xiong Gao et al."Purification, Physicochemical Properties, and Antioxidant Activities of Two Low-Molecular-Weight Polysaccharides from Ganoderma leucocontextum Fruiting Bodies."Antioxidants-Basel. 2021 Jul;10(7):1145 16. [IF=3.757] Die Hu et al."Characterization of a robust glucose 1-dehydrogenase SyGDH, and its application in NADPH regeneration for the asymmetric reduction of haloketone by a carbonyl reduction in organic solvent/buffer system."Process Biochem. 2020 Feb;89:55 17. [IF = 4.142] Chi Zhongmei et al." A photonic crystal fiber-based flux sensor for simultaneous and sensitive detection of cytoplasmic acid agents. "Anal Bioanal Chem. 2022 Feb;414(4):1641-1649 Note: Some products can only be provided Part of the information, we do not guarantee the authority of the information provided, only for the reference of the customer exchange research. storage conditions: 2-8℃ sensitivity: easy to absorb moisture solubility: soluble in water, insoluble in organic solvents such as acetone appearance: white to off-white powder specific optical rotation: D20 -31.5 ° (c = 1.2 in water) Melting Point: 140-142 ° c. (de comp) specific optical rotation [α]D23-34.8 F (c = 1 in water). |
specific rotation | D20 -31.5° (c = 1.2 in water) |
Solubility | H2O: 50 mg/mL |
Odor | Odorless |
Merck | 14,6344 |
BRN | 3584133 |
EPA chemical information | Adenosine 5'-(trihydrogen diphosphate), P'.fwdarw.5'-ester with 3-(aminocarbonyl)-1-.beta.-D-ribofuranosylpyridinium, inner salt (53-84-9) |
Introduction
Nicotinamide adenine dinucleotide (abbreviated as NAD), also known as pyridine diphosphate nucleotide (abbreviated as DPN), or co-dehydrogenase I or coenzyme I. There are two states of oxidized (NAD) and reduced (NADH) in mammals. The oxidized (NAD) has the maximum ultraviolet absorption spectrum at 260nm. Through various deaminases, it accepts a hydrogen atom and an electron from the substrate., Becomes a reduced type (NADH), has the maximum absorption at 340nm.
β-nicotinamide adenine dinucleotide is used as a coenzyme in redox reactions, as a donor of ADP ribose moiety in ADP ribosylation reactions, and also as a second messenger molecule ring ADP ribose Precursor. β-nicotinamide adenine dinucleotide also acts as a substrate for bacterial DNA ligases and a group of enzymes called sirtuins that use NAD to remove acetyl groups from proteins.
Physiological functions and effects
Nicotinamide adenine dinucleotide participates in various physiological activities such as cell substance metabolism, energy synthesis, cell DNA repair, and plays an important role in the body's immune ability. In a healthy state, the concentration of nicotinamide adenine dinucleotide in the human body is stable, maintaining the normal function of various cells. The concentration of nicotinamide adenine dinucleotide in the body determines the process and degree of cell senescence, and the decrease of concentration will accelerate the process of cell senescence. Studies have shown that NAD has a protective effect on renal infarction caused by ischemic surgery, and can significantly reduce the levels of urea nitrogen and creatinine in serum. NAD has a protective effect on renal tubular injury caused by ischemic surgery. NAD (nicotinamide adenine dinucleotide, Nicotinamideadeninedinucleotide, referred to as NAD) can effectively protect kidney injury caused by renal ischemia. NAD has important application value in the preparation of drugs for the prevention and treatment of renal ischemic injury. In addition, nicotinamide adenine dinucleotide has certain applications in the preparation of drugs for the treatment of inflammatory pain. NAD participates in the regulation of formalin and complete Freund's adjuvant (CFA) through NAD-dependent deacetylase SIRT1 and SIRT2 participate in the inhibition of inflammatory pain by NAD through different mechanisms, thus achieving an analgesic effect on inflammatory pain.
Preparation
The preparation method of nicotinamide adenine dinucleotide proposed by CN201511022464.3 includes the following steps:
S1, broken cells: yeast cells are added into hydrochloric acid aqueous solution and soaked for 0.5-2.5h. after temperature difference wall breaking treatment, ceramic membrane is used for filtration, and the filtrate is taken to obtain clear liquid a;
S2, concentration: ultrafiltration of clear liquid a obtained from S1, nanofiltration of ultrafiltration to obtain concentrated liquid B, and adjusting the pH = 2-2.5 of concentrated liquid B with hydrochloric acid aqueous solution to obtain concentrated liquid c;
S3, elution: the concentrated solution c obtained in S2 is passed through D152 resin column, eluted with ammonia water, eluent d is collected, pH = 7-8 of eluent d is adjusted with hydrochloric acid aqueous solution, then the concentrated solution c is passed through 717 resin column, eluted with potassium chloride aqueous solution, and comprehensive solution e is collected;
S4, separation: nanofiltration of composite liquid e obtained in S3 to obtain concentrated solution f; Adjust the pH = 1-3 of concentrated solution f with nitric acid aqueous solution, add acetone to precipitate, and centrifuge to obtain solid g;
S5, purification: the solid G obtained in S4 is dissolved in water, subjected to preparative chromatography, desalination, separation, collection of separation liquid, concentration, freeze-drying to obtain nicotinamide adenine dinucleotide.
Production method
yeast is extracted in boiling water, lead acetate is acidified and precipitated to obtain crude product, which is treated with formic acid cation exchange resin column and refined.