MedKoo Cat#: 571642 | Name: SATA Protein Modifier
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Description:

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

SATA Protein Modifier, or N-Succinimidyl S-Acetylthioacetate, is a protein modification reagent used to convert primary amine groups into protected sulfhydryls (thiol; -SH) for later reaction with sulfhydryl reactive crosslinkers such as Sulfo-SMCC, Sulfo-MBS, etc.

Chemical Structure

SATA Protein Modifier
SATA Protein Modifier
CAS#76931-93-6

Theoretical Analysis

MedKoo Cat#: 571642

Name: SATA Protein Modifier

CAS#: 76931-93-6

Chemical Formula: C8H9NO5S

Exact Mass: 231.0201

Molecular Weight: 231.22

Elemental Analysis: C, 41.56; H, 3.92; N, 6.06; O, 34.60; S, 13.87

Price and Availability

Size Price Availability Quantity
100mg USD 260.00
1g USD 990.00
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Related CAS #
Synonym
SATA Protein Modifier
IUPAC/Chemical Name
N-Succinimidyl S-Acetylthioacetate
InChi Key
FLCQLSRLQIPNLM-UHFFFAOYSA-N
InChi Code
InChI=1S/C8H9NO5S/c1-5(10)15-4-8(13)14-9-6(11)2-3-7(9)12/h2-4H2,1H3
SMILES Code
O=C(SCC(ON1C(CCC1=O)=O)=O)C
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
>2 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
More Info
The resulting sulfhydryl is available for use in subsequent reactions after exposure to Hydroxylamine. After this deprotection step is performed to create the thioacetylated peptide, the free sulfhydryl containing peptide can then be conjugated to make a hapten-carrier conjugate, polymer, etc.
Biological target:
SATA introduces thiol-groups into protein molecules. SATA adds sulfhydryl groups to proteins and other amine-containing molecules in a protected form.
In vitro activity:
The presence of c-amino-caproic acid (EACA) had a significant impact on the thiol-introduction using SATA. In the presence of EACA, there were notably fewer thiol-groups introduced when reacting with glu-plasminogen. However, highly purified glu-plasminogen exhibited an increase in thiol-groups per mol when EACA was absent. The interference of EACA with the SATA-thiol-introduction likely occurs through competitive reactions with the SATA, limiting its interaction with glu-plasminogen. Reference: Fibrinolysis. Volume 8, Supplement 2. 1994. https://doi.org/10.1016/0268-9499(94)90276-3.
In vivo activity:
To be determined
Solvent mg/mL mM
Solubility
DMSO 10.0 43.25
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 231.22 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. J.L.M. Heeremans, R. Prevost, L. Bischot, P. Los, C. Kluft, D.J.A. Crommelin. Interference of ϵ-amino-caproic acid with [N-succinimidyl S-acetylthioacetate derived] thiol-introduction into glu-plasminogen. Fibrinolysis. Volume 8, Supplement 2. 1994. Pages 138-141. ISSN 0268-9499. https://doi.org/10.1016/0268-9499(94)90276-3. 2. Allen KJH, Jiao R, Malo ME, Dadachova E. Evaluation of N-Succinimidyl S-Acetylthioacetate Ligand for Radiolabeling of Humanized Antibodies with 188Rhenium. Cancer Biother Radiopharm. 2018 Oct;33(8):349-355. doi: 10.1089/cbr.2018.2480. Epub 2018 Jul 16. PMID: 30010404; PMCID: PMC6207158.
In vitro protocol:
1. J.L.M. Heeremans, R. Prevost, L. Bischot, P. Los, C. Kluft, D.J.A. Crommelin. Interference of ϵ-amino-caproic acid with [N-succinimidyl S-acetylthioacetate derived] thiol-introduction into glu-plasminogen. Fibrinolysis. Volume 8, Supplement 2. 1994. Pages 138-141. ISSN 0268-9499. https://doi.org/10.1016/0268-9499(94)90276-3. 2. Allen KJH, Jiao R, Malo ME, Dadachova E. Evaluation of N-Succinimidyl S-Acetylthioacetate Ligand for Radiolabeling of Humanized Antibodies with 188Rhenium. Cancer Biother Radiopharm. 2018 Oct;33(8):349-355. doi: 10.1089/cbr.2018.2480. Epub 2018 Jul 16. PMID: 30010404; PMCID: PMC6207158.
In vivo protocol:
To be determined
1: Lin JT, Chen PC, Goud TV, Huang BR, Lin TC, Biellmann JF, Chen CS. A sulfhydryl-reactive ruthenium (II) complex and its conjugation to protein G as a universal reagent for fluorescent immunoassays. PLoS One. 2012;7(4):e36086. doi: 10.1371/journal.pone.0036086. Epub 2012 Apr 26. PubMed PMID: 22563441; PubMed Central PMCID: PMC3338566. 2: Genç R, Murphy D, Fragoso A, Ortiz M, O'Sullivan CK. Signal-enhancing thermosensitive liposomes for highly sensitive immunosensor development. Anal Chem. 2011 Jan 15;83(2):563-70. doi: 10.1021/ac1023765. Epub 2010 Dec 14. PubMed PMID: 21155541. 3: Vera-Robles LI, Escobar-Alarcón L, Picquart M, Hernández-Pozos JL, Haro-Poniatowski E. A Biological Approach for the Synthesis of Bismuth Nanoparticles: Using Thiolated M13 Phage as Scaffold. Langmuir. 2016 Apr 5;32(13):3199-206. doi: 10.1021/acs.langmuir.5b04369. Epub 2016 Mar 24. PubMed PMID: 27010536.