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

MedKoo CAT#: 565785


Description: SA2 is a novel pan-activator for all ampk isoforms

Chemical Structure


Theoretical Analysis

MedKoo Cat#: 565785
Name: SA2
Chemical Formula: C27H29ClN6O5
Exact Mass: 552.1888
Molecular Weight: 553.016
Elemental Analysis: C, 58.64; H, 5.29; Cl, 6.41; N, 15.20; O, 14.47

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: SA2; SA 2; SA-2

IUPAC/Chemical Name: (3R,3aR,6R,6aR)-6-((6-chloro-5-(4-(2-(2-hydroxy-2-methylpropyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl)phenyl)-1H-imidazo[4,5-b]pyridin-2-yl)oxy)hexahydrofuro[3,2-b]furan-3-ol


InChi Code: InChI=1S/C27H29ClN6O5/c1-27(2,36)13-34-9-15-8-33(10-19(15)32-34)16-5-3-14(4-6-16)22-17(28)7-18-25(30-22)31-26(29-18)39-21-12-38-23-20(35)11-37-24(21)23/h3-7,9,20-21,23-24,35-36H,8,10-13H2,1-2H3,(H,29,30,31)/t20-,21-,23-,24-/m1/s1

SMILES Code: O[C@H]1[C@](OC[C@H]2OC3=NC4=NC(C5=CC=C(N6CC7=NN(CC(C)(O)C)C=C7C6)C=C5)=C(Cl)C=C4N3)([H])[C@]2([H])OC1

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: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

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

Preparing Stock Solutions

The following data is based on the product molecular weight 553.016 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.

Recalculate based on batch purity %
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

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1: Countryman P, Fan Y, Gorthi A, Pan H, Strickland J, Kaur P, Wang X, Lin J, Lei X, White C, You C, Wirth N, Tessmer I, Piehler J, Riehn R, Bishop AJR, Tao YJ, Wang H. Cohesin SA2 is a sequence-independent DNA-binding protein that recognizes DNA replication and repair intermediates. J Biol Chem. 2018 Jan 19;293(3):1054-1069. doi: 10.1074/jbc.M117.806406. Epub 2017 Nov 24. PubMed PMID: 29175904; PubMed Central PMCID: PMC5777247.

2: Repo H, Löyttyniemi E, Nykänen M, Lintunen M, Karra H, Pitkänen R, Söderström M, Kuopio T, Kronqvist P. The Expression of Cohesin Subunit SA2 Predicts Breast Cancer Survival. Appl Immunohistochem Mol Morphol. 2016 Oct;24(9):615-621. PubMed PMID: 26447899.

3: Valerio D, Luddi A, De Leo V, Labella D, Longobardi S, Piomboni P. SA1/SA2 cohesion proteins and SIRT1-NAD+ deacetylase modulate telomere homeostasis in cumulus cells and are eligible biomarkers of ovarian aging. Hum Reprod. 2018 May 1;33(5):887-894. doi: 10.1093/humrep/dey035. PubMed PMID: 29481647.

4: Kojic A, Cuadrado A, De Koninck M, Giménez-Llorente D, Rodríguez-Corsino M, Gómez-López G, Le Dily F, Marti-Renom MA, Losada A. Distinct roles of cohesin-SA1 and cohesin-SA2 in 3D chromosome organization. Nat Struct Mol Biol. 2018 Jun;25(6):496-504. doi: 10.1038/s41594-018-0070-4. Epub 2018 Jun 4. PubMed PMID: 29867216; PubMed Central PMCID: PMC6122591.

5: Díaz-Martínez LA, Clarke DJ. Sororin is tethered to Cohesin SA2. Cell Cycle. 2015;14(8):1133. doi: 10.1080/15384101.2015.1018055. PubMed PMID: 25695517; PubMed Central PMCID: PMC4614277.

6: Pickrell WO, Robertson NP. Cannabidiol as a treatment for epilepsy. J Neurol. 2017 Dec;264(12):2506-2508. doi: 10.1007/s00415-017-8663-0. PubMed PMID: 29124331; PubMed Central PMCID: PMC5688214.

7: Zhang N, Pati D. C-terminus of Sororin interacts with SA2 and regulates sister chromatid cohesion. Cell Cycle. 2015;14(6):820-6. doi: 10.1080/15384101.2014.1000206. PubMed PMID: 25608232; PubMed Central PMCID: PMC4614265.

8: Tarnowski LJ, Milewski M, Fronk J, Kurlandzka A. A compound C-terminal nuclear localization signal of human SA2 stromalin. Acta Biochim Pol. 2015;62(2):215-9. doi: 10.18388/abp.2014_915. Epub 2015 May 15. PubMed PMID: 25979289.

9: Roberts SE, Morrison-Rees S, John A, Williams JG, Brown TH, Samuel DG. The incidence and aetiology of acute pancreatitis across Europe. Pancreatology. 2017 Mar - Apr;17(2):155-165. doi: 10.1016/j.pan.2017.01.005. Epub 2017 Jan 19. Review. PubMed PMID: 28159463.

10: Conlan RS, Pisano S, Oliveira MI, Ferrari M, Mendes Pinto I. Exosomes as Reconfigurable Therapeutic Systems. Trends Mol Med. 2017 Jul;23(7):636-650. doi: 10.1016/j.molmed.2017.05.003. Review. PubMed PMID: 28648185; PubMed Central PMCID: PMC5657340.

11: Rodkey EA, Winkler ML, Bethel CR, Pagadala SR, Buynak JD, Bonomo RA, van den Akker F. Penam sulfones and β-lactamase inhibition: SA2-13 and the importance of the C2 side chain length and composition. PLoS One. 2014 Jan 16;9(1):e85892. doi: 10.1371/journal.pone.0085892. eCollection 2014. PubMed PMID: 24454944; PubMed Central PMCID: PMC3894197.

12: Tarnowski LJ, Kowalec P, Milewski M, Jurek M, Plochocka D, Fronk J, Kurlandzka A. Nuclear import and export signals of human cohesins SA1/STAG1 and SA2/STAG2 expressed in Saccharomyces cerevisiae. PLoS One. 2012;7(6):e38740. doi: 10.1371/journal.pone.0038740. Epub 2012 Jun 8. Erratum in: PLoS One. 2014;9(10):e112338. PubMed PMID: 22715410; PubMed Central PMCID: PMC3371031.

13: Kong X, Ball AR Jr, Pham HX, Zeng W, Chen HY, Schmiesing JA, Kim JS, Berns M, Yokomori K. Distinct functions of human cohesin-SA1 and cohesin-SA2 in double-strand break repair. Mol Cell Biol. 2014 Feb;34(4):685-98. doi: 10.1128/MCB.01503-13. Epub 2013 Dec 9. PubMed PMID: 24324008; PubMed Central PMCID: PMC3911484.

14: Messina E, Sorokin DY, Kublanov IV, Toshchakov S, Lopatina A, Arcadi E, Smedile F, La Spada G, La Cono V, Yakimov MM. Complete genome sequence of 'Halanaeroarchaeum sulfurireducens' M27-SA2, a sulfur-reducing and acetate-oxidizing haloarchaeon from the deep-sea hypersaline anoxic lake Medee. Stand Genomic Sci. 2016 May 13;11:35. doi: 10.1186/s40793-016-0155-9. eCollection 2016. PubMed PMID: 27182430; PubMed Central PMCID: PMC4866403.

15: Fehlmann G, King AJ. Bio-logging. Curr Biol. 2016 Sep 26;26(18):R830-R831. doi: 10.1016/j.cub.2016.05.033. PubMed PMID: 27676295.

16: Preta G, Cronin JG, Sheldon IM. Dynasore - not just a dynamin inhibitor. Cell Commun Signal. 2015 Apr 10;13:24. doi: 10.1186/s12964-015-0102-1. Review. PubMed PMID: 25889964; PubMed Central PMCID: PMC4396812.

17: Hauf S, Roitinger E, Koch B, Dittrich CM, Mechtler K, Peters JM. Dissociation of cohesin from chromosome arms and loss of arm cohesion during early mitosis depends on phosphorylation of SA2. PLoS Biol. 2005 Mar;3(3):e69. Epub 2005 Mar 1. PubMed PMID: 15737063; PubMed Central PMCID: PMC1054881.

18: Bauerová-Hlinková V, Dvorský R, Perecko D, Povazanec F, Sevcík J. Structure of RNase Sa2 complexes with mononucleotides--new aspects of catalytic reaction and substrate recognition. FEBS J. 2009 Aug;276(15):4156-68. doi: 10.1111/j.1742-4658.2009.07125.x. Epub 2009 Jun 25. PubMed PMID: 19558492.

19: Pace CN, Hebert EJ, Shaw KL, Schell D, Both V, Krajcikova D, Sevcik J, Wilson KS, Dauter Z, Hartley RW, Grimsley GR. Conformational stability and thermodynamics of folding of ribonucleases Sa, Sa2 and Sa3. J Mol Biol. 1998 May 29;279(1):271-86. PubMed PMID: 9636716.

20: Fajemiroye JO, Prabhakar PR, Cunha LC, Costa EA, Zjawiony JK. 22-azidosalvinorin A exhibits antidepressant-like effect in mice. Eur J Pharmacol. 2017 Apr 5;800:96-106. doi: 10.1016/j.ejphar.2017.02.031. Epub 2017 Feb 17. PubMed PMID: 28219707.