NADPH Cy4N | CAS#100929-71-3 | Reducing Agent

MedKoo Cat#: 111529 | Name: NADPH Cy4N

Description:

WARNING: This product is for research use only, not for human or veterinary use.

NADPH Cy4N also known as NADPH, cyclohexyl ammonium salt is the ammonium salt form of NADPH, which the reduced form of NADP+. NADPH is used in anabolic reactions (such as lipid and nucleic acid synthesis) as a reducing agent and cofactor.

Chemical Structure

NADPH Cy4N

CAS#100929-71-3 (Cy4N)

Theoretical Analysis

MedKoo Cat#: 111529

Name: NADPH Cy4N

CAS#: 100929-71-3 (Cy4N)

Chemical Formula: C45H82N11O17P3

Exact Mass: 0.0000

Molecular Weight: 1142.13

Elemental Analysis: C, 47.32; H, 7.24; N, 13.49; O, 23.81; P, 8.14

Price and Availability

Size	Price	Availability
50mg	USD 250.00	2 Weeks
100mg	USD 450.00	2 Weeks
200mg	USD 750.00	2 Weeks
500mg	USD 1,450.00	2 Weeks
1g	USD 2,450.00	2 Weeks
2g	USD 4,450.00	2 Weeks

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Related CAS #

53-57-6 (free acid) 604-79-5 (oxidized) 2646-71-1 (sodium) 100929-71-3 (ammonium) 100929-71-3 (Cy4N)

Synonym

Dihydronicotinamide-adenine dinucleotide phosphate, cyclohexyl ammonium salt; NADPH cyclohexyl ammonium salt; NADPH Cy4N;

IUPAC/Chemical Name

tetracyclohexanamine (2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-5-((((((((2R,3S,4R,5R)-5-(3-carbamoylpyridin-1(4H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)oxidophosphoryl)oxy)oxidophosphoryl)oxy)methyl)-4-hydroxytetrahydrofuran-3-yl phosphate

InChi Key

PTKRUDMLGIIORX-ITGWJZMWSA-N

InChi Code

InChI=1S/C21H30N7O17P3.4C6H13N/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32;4*7-6-4-2-1-3-5-6/h1,3-4,7-8,10-11,13-16,20-21,29-31H,2,5-6H2,(H2,23,32)(H,36,37)(H,38,39)(H2,22,24,25)(H2,33,34,35);4*6H,1-5,7H2/t10-,11-,13-,14-,15-,16-,20-,21-;;;;/m1..../s1

SMILES Code

O[C@H]1[C@H]([C@@H](O[C@@H]1COP(OP(OC[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=C(CC=C3)C(N)=O)O)O)(O)=O)(O)=O)N4C=NC5=C4N=CN=C5N)OP(O)(O)=O.NC6CCCCC6.NC7CCCCC7.NC8CCCCC8.NC9CCCCC9

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 1,142.13 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Sameer H, Victor G, Katalin S, Henrik A. Elucidation of ligand binding and dimerization of NADPH:protochlorophyllide (Pchlide) oxidoreductase (POR) from pea (Pisum sativum L.) by structural analysis and simulations. Proteins. 2021 May 22. doi: 10.1002/prot.26151. Epub ahead of print. PMID: 34021929. 2: Chakraborty T, Polley S, Sinha D, Seal S, Sinha D, Mitra SK, Hazra J, Sau K, Pal M, Sau S. Structurally distinct unfolding intermediates formed from a staphylococcal capsule-producing enzyme retained NADPH binding activity. J Biomol Struct Dyn. 2021 May 12:1-18. doi: 10.1080/07391102.2021.1924269. Epub ahead of print. PMID: 33977860. 3: Dmitrieva VA, Domashkina VV, Ivanova AN, Sukhov VS, Tyutereva EV, Voitsekhovskaja OV. Regulation of plasmodesmata in leaves of Arabidopsis: ATP, NADPH and chlorophyll b levels matter. J Exp Bot. 2021 May 11:erab205. doi: 10.1093/jxb/erab205. Epub ahead of print. PMID: 33974689. 4: Rather GM, Pramono AA, Szekely Z, Bertino JR, Tedeschi PM. In cancer, all roads lead to NADPH. Pharmacol Ther. 2021 Apr 22;226:107864. doi: 10.1016/j.pharmthera.2021.107864. Epub ahead of print. PMID: 33894275. 5: Zhu J, Schwörer S, Berisa M, Kyung YJ, Ryu KW, Yi J, Jiang X, Cross JR, Thompson CB. Mitochondrial NADP(H) generation is essential for proline biosynthesis. Science. 2021 Apr 22:eabd5491. doi: 10.1126/science.abd5491. Epub ahead of print. PMID: 33888598. 6: Shen YP, Liao YL, Lu Q, He X, Yan ZB, Liu JZ. ATP and NADPH engineering of Escherichia coli to improve the production of 4-hydroxyphenylacetic acid using CRISPRi. Biotechnol Biofuels. 2021 Apr 20;14(1):100. doi: 10.1186/s13068-021-01954-6. PMID: 33879249; PMCID: PMC8056492. 7: Abdel-Hady GN, Ikeda T, Ishida T, Funabashi H, Kuroda A, Hirota R. Engineering Cofactor Specificity of a Thermostable Phosphite Dehydrogenase for a Highly Efficient and Robust NADPH Regeneration System. Front Bioeng Biotechnol. 2021 Apr 1;9:647176. doi: 10.3389/fbioe.2021.647176. PMID: 33869158; PMCID: PMC8047080. 8: Zhang J, Liu Z, Tian F, Chen Y. A novel ratiometric fluorescent probe from a hemicyanine derivative for detecting NAD(P)H in a cell microenvironment. Anal Methods. 2021 Apr 14;13(14):1681-1686. doi: 10.1039/d1ay00002k. Epub 2021 Mar 23. PMID: 33861234. 9: Diehl FF, Vander Heiden MG. Mitochondrial NADPH is a pro at Pro synthesis. Nat Metab. 2021 Apr;3(4):453-455. doi: 10.1038/s42255-021-00381-z. PMID: 33833464. 10: Hörl M, Fuhrer T, Zamboni N. Bifunctional Malic/Malolactic Enzyme Provides a Novel Mechanism for NADPH-Balancing in Bacillus subtilis. mBio. 2021 Apr 6;12(2):e03438-20. doi: 10.1128/mBio.03438-20. PMID: 33824210; PMCID: PMC8092299. 11: Milrad Y, Schweitzer S, Feldman Y, Yacoby I. Bi-directional electron transfer between H2 and NADPH mitigates light fluctuation responses in green algae. Plant Physiol. 2021 Feb 4:kiab051. doi: 10.1093/plphys/kiab051. Epub ahead of print. PMID: 33793951. 12: Yoshikawa Y, Nasuno R, Takagi H. An NADPH-independent mechanism enhances oxidative and nitrosative stress tolerance in yeast cells lacking glucose-6-phosphate dehydrogenase activity. Yeast. 2021 Mar 1. doi: 10.1002/yea.3558. Epub ahead of print. PMID: 33648021. 13: Deschoenmaeker F, Mihara S, Niwa T, Taguchi H, Wakabayashi KI, Toyoshima M, Shimizu H, Hisabori T. Thioredoxin pathway in anabaena sp. PCC 7120: activity of NADPH-thioredoxin reductase C. J Biochem. 2021 Feb 4:mvab014. doi: 10.1093/jb/mvab014. Epub ahead of print. PMID: 33537746. 14: Li S, Ye Z, Moreb EA, Hennigan JN, Castellanos DB, Yang T, Lynch MD. Dynamic control over feedback regulatory mechanisms improves NADPH flux and xylitol biosynthesis in engineered E. coli. Metab Eng. 2021 Mar;64:26-40. doi: 10.1016/j.ymben.2021.01.005. Epub 2021 Jan 16. PMID: 33460820. 15: Shlosberg Y, Eichenbaum B, Tóth TN, Levin G, Liveanu V, Schuster G, Adir N. NADPH performs mediated electron transfer in cyanobacterial-driven bio- photoelectrochemical cells. iScience. 2020 Dec 4;24(1):101892. doi: 10.1016/j.isci.2020.101892. PMID: 33364581; PMCID: PMC7750406. 16: Qin N, Li L, Ji X, Li X, Zhang Y, Larsson C, Chen Y, Nielsen J, Liu Z. Rewiring Central Carbon Metabolism Ensures Increased Provision of Acetyl-CoA and NADPH Required for 3-OH-Propionic Acid Production. ACS Synth Biol. 2020 Dec 18;9(12):3236-3244. doi: 10.1021/acssynbio.0c00264. Epub 2020 Nov 13. PMID: 33186034. 17: Assil-Companioni L, Büchsenschütz HC, Solymosi D, Dyczmons-Nowaczyk NG, Bauer KKF, Wallner S, Macheroux P, Allahverdiyeva Y, Nowaczyk MM, Kourist R. Engineering of NADPH Supply Boosts Photosynthesis-Driven Biotransformations. ACS Catal. 2020 Oct 16;10(20):11864-11877. doi: 10.1021/acscatal.0c02601. Epub 2020 Sep 4. PMID: 33101760; PMCID: PMC7574619. 18: Ju HQ, Lin JF, Tian T, Xie D, Xu RH. NADPH homeostasis in cancer: functions, mechanisms and therapeutic implications. 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