SSO
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MedKoo CAT#: 464565

CAS#: 135661-44-8

Description: SSO is a neuroprotective agent, alleviating stroke-induced neuroinflammation.

Chemical Structure

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SSO
CAS# 135661-44-8
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 464565
Name: SSO
CAS#: 135661-44-8
Chemical Formula: C22H37NNaO7S
Exact Mass: 0.00
Molecular Weight: 482.590
Elemental Analysis: C, 54.76; H, 7.73; N, 2.90; Na, 4.76; O, 23.21; S, 6.64

Price and Availability

Size Price Availability Quantity
5mg USD 350 2 Weeks
25mg USD 850 2 Weeks
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Synonym: SSO; Sulfosuccinimidyl Oleate Sodium;

IUPAC/Chemical Name: sodium 1-(oleoyloxy)-2,5-dioxopyrrolidine-3-sulfonate

InChi Key: IENDXPSKPJDQKO-RRABGKBLSA-N

InChi Code: InChI=1S/C22H37NO7S.Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(25)30-23-20(24)18-19(22(23)26)31(27,28)29;/h9-10,19H,2-8,11-18H2,1H3,(H,27,28,29);/b10-9+;

SMILES Code: CCCCCCCC/C=C/CCCCCCCC(ON1C(CC(S(=O)(O)=O)C1=O)=O)=O.[Na]

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:

Product Data:
Product Data
Instruction:
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Biological target: SSO inhibits fatty acid transport into cells. SSO is a potent and irreversible inhibitor of mitochondrial respiratory chain.
In vitro activity: This study used SSO-treated CHO cells expressing human CD36 to identify oleate modification of Lys-164, a key site in the FA-binding domain. SSO also inhibited oxLDL uptake by macrophages, suggesting competition for the CD36 binding pocket. These findings highlight the significance of Lys-164 in CD36 function and provide insight into its inhibition mechanism. Reference: J Biol Chem. 2013 May 31;288(22):15547-55. https://pubmed.ncbi.nlm.nih.gov/23603908/
In vivo activity: In a model of diabetic hearts, SSO reduced fat oxidation but also lipotoxicity, by targeting the primary step in the fatty acid metabolism pathway. SSO infusion decreased the fatty acid oxidation rate by 29% and myocardial triglyceride concentration by 48% compared with untreated diabetic hearts. Infusing SSO into diabetic hearts increased rate pressure product by 60% during hypoxia and by 32% following reoxygenation, restoring function to control levels. Reference: Cardiovasc Res. 2017 Jun 1;113(7):737-748. https://pubmed.ncbi.nlm.nih.gov/28419197/

Preparing Stock Solutions

The following data is based on the product molecular weight 482.59 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
Formulation protocol: 1. Kuda O, Pietka TA, Demianova Z, Kudova E, Cvacka J, Kopecky J, Abumrad NA. Sulfo-N-succinimidyl oleate (SSO) inhibits fatty acid uptake and signaling for intracellular calcium via binding CD36 lysine 164: SSO also inhibits oxidized low density lipoprotein uptake by macrophages. J Biol Chem. 2013 May 31;288(22):15547-55. doi: 10.1074/jbc.M113.473298. Epub 2013 Apr 18. PMID: 23603908; PMCID: PMC3668716. 2. Mansor LS, Sousa Fialho MDL, Yea G, Coumans WA, West JA, Kerr M, Carr CA, Luiken JJFP, Glatz JFC, Evans RD, Griffin JL, Tyler DJ, Clarke K, Heather LC. Inhibition of sarcolemmal FAT/CD36 by sulfo-N-succinimidyl oleate rapidly corrects metabolism and restores function in the diabetic heart following hypoxia/reoxygenation. Cardiovasc Res. 2017 Jun 1;113(7):737-748. doi: 10.1093/cvr/cvx045. PMID: 28419197; PMCID: PMC5437367.
In vitro protocol: 1. Kuda O, Pietka TA, Demianova Z, Kudova E, Cvacka J, Kopecky J, Abumrad NA. Sulfo-N-succinimidyl oleate (SSO) inhibits fatty acid uptake and signaling for intracellular calcium via binding CD36 lysine 164: SSO also inhibits oxidized low density lipoprotein uptake by macrophages. J Biol Chem. 2013 May 31;288(22):15547-55. doi: 10.1074/jbc.M113.473298. Epub 2013 Apr 18. PMID: 23603908; PMCID: PMC3668716.
In vivo protocol: 1. Mansor LS, Sousa Fialho MDL, Yea G, Coumans WA, West JA, Kerr M, Carr CA, Luiken JJFP, Glatz JFC, Evans RD, Griffin JL, Tyler DJ, Clarke K, Heather LC. Inhibition of sarcolemmal FAT/CD36 by sulfo-N-succinimidyl oleate rapidly corrects metabolism and restores function in the diabetic heart following hypoxia/reoxygenation. Cardiovasc Res. 2017 Jun 1;113(7):737-748. doi: 10.1093/cvr/cvx045. PMID: 28419197; PMCID: PMC5437367.

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1: Dhungana H, Huuskonen MT, Jaronen M, Lemarchant S, Ali H, Keksa-Goldsteine V, Goldsteins G, Kanninen KM, Koistinaho J, Malm T. Sulfosuccinimidyl oleate sodium is neuroprotective and alleviates stroke-induced neuroinflammation. J Neuroinflammation. 2017 Dec 4;14(1):237. doi: 10.1186/s12974-017-1010-7. PMID: 29202856; PMCID: PMC5716243.