DTSSP Crosslinker | CAS# 81069-02-5 | Crosslinker

MedKoo Cat#: 571624 | Name: DTSSP Crosslinker

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Description:

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

DTSSP Crosslinker, or 3,3´-Dithiobis[sulfosuccinimidylpropionate], is a homobifunctional protein crosslinker that is cell membrane impermeable. DTSSP crosslinker can be used to crosslink extracellular and membrane proteins.

Chemical Structure

DTSSP Crosslinker

CAS#81069-02-5

Theoretical Analysis

MedKoo Cat#: 571624

Name: DTSSP Crosslinker

CAS#: 81069-02-5

Chemical Formula: C14H16N2O14S4

Exact Mass: 563.9484

Molecular Weight: 564.52

Elemental Analysis: C, 29.79; H, 2.86; N, 4.96; O, 39.68; S, 22.72

Price and Availability

Size	Price	Availability	Quantity
25mg	USD 450.00	2 Weeks
100mg	USD 950.00	2 Weeks

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Synonym

DTSSP Crosslinker, DTSSP Cross linker, DTSSP Cross-linker; DTBSSP;

IUPAC/Chemical Name

1-[3-[[3-(2,5-dioxo-3-sulfopyrrolidin-1-yl)oxy-3-oxopropyl]disulfanyl]propanoyloxy]-2,5-dioxopyrrolidine-3-sulfonic acid

InChi Key

VOTJUWBJENROFB-UHFFFAOYSA-N

InChi Code

InChI=1S/C14H16N2O14S4/c17-9-5-7(33(23,24)25)13(21)15(9)29-11(19)1-3-31-32-4-2-12(20)30-16-10(18)6-8(14(16)22)34(26,27)28/h7-8H,1-6H2,(H,23,24,25)(H,26,27,28)

SMILES Code

O=S(C(C1)C(N(OC(CCSSCCC(ON2C(C(S(=O)(O)=O)CC2=O)=O)=O)=O)C1=O)=O)(O)=O

Appearance

Solid powder

Purity

>97% (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

DTSSP crosslinking reagent has primary amine-reactive N-hydroxysulfosuccinimide (Sulfo-NHS) esters at both ends of a cleavable, 8-atom (12.0 angstrom) spacer arm. DTSSP contains a disulfide (thiol) bond in the spacer arm which can be reduced with TCEP-HCl or DTT to reverse the crosslinked proteins. DTSSP crosslinking reagent is ideal for aqueous conjugation reactions. If intracellular crosslinking is desired, then DSP, the water insoluble analog of DTSSP can be used for your research.

Product Data

Product Data

Instruction

View handling instruction

Biological target:

DTSSP Crosslinker is a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs).

In vitro activity:

Herein, antisense oligonucleotide-loaded CCMV nanoparticles, intended for intravitreal injection, are evaluated for selective silencing of miR-23, an important target in AMD. CCMV nanoparticles loaded with anti-miR-23 locked nucleic acid and stabilized using the 3,3'-dithiobis(sulfosuccinimidyl propionate) (DTSSP) cross-linker, are assembled in vitro with a loading efficiency up to 80%. Reference: Macromol Biosci. 2021 Aug;21(8):e2100095. https://pubmed.ncbi.nlm.nih.gov/34031995/

In vivo activity:

The nanozyme is produced by electrostatic coupling of the SOD1 with a cationic block copolymer, poly(L-lysine)-poly(ethyleneglycol), followed by covalent cross-linking of the complexes with 3,3'-dithiobis(sulfosuccinimidylpropionate) sodium salt. The ability of SOD1 nanozyme as well as the native SOD1 to reduce inflammatory processes in the eye was examined in vivo in rabbits with immunogenic uveitis. Results suggested that topical instillations of both enzyme forms demonstrated anti-inflammatory activity; however, the nanozyme was much more effective compared to the free enzyme in decreasing uveitis manifestations. Reference: Oxid Med Cell Longev. 2015;2015:5194239. https://pubmed.ncbi.nlm.nih.gov/26697135/

Preparing Stock Solutions

The following data is based on the product molecular weight 564.52 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

Formulation protocol:

1. Pretto C, Tang M, Chen M, Xu H, Subrizi A, Urtti A, van Hest JCM. Cowpea Chlorotic Mottle Virus-Like Particles as Potential Platform for Antisense Oligonucleotide Delivery in Posterior Segment Ocular Diseases. Macromol Biosci. 2021 Aug;21(8):e2100095. doi: 10.1002/mabi.202100095. Epub 2021 May 24. PMID: 34031995. 2. Takheaw N, Pata S, Laopajon W, Roytrakul S, Kasinrerk W. The presence of membrane bound CD99 ligands on leukocyte surface. BMC Res Notes. 2020 Oct 22;13(1):496. doi: 10.1186/s13104-020-05347-0. PMID: 33092634; PMCID: PMC7583281. 3. Kost OA, Beznos OV, Davydova NG, Manickam DS, Nikolskaya II, Guller AE, Binevski PV, Chesnokova NB, Shekhter AB, Klyachko NL, Kabanov AV. Superoxide Dismutase 1 Nanozyme for Treatment of Eye Inflammation. Oxid Med Cell Longev. 2015;2015:5194239. doi: 10.1155/2016/5194239. Epub 2015 Dec 1. PMID: 26697135; PMCID: PMC4678082.

In vitro protocol:

In vivo protocol:

1. Kost OA, Beznos OV, Davydova NG, Manickam DS, Nikolskaya II, Guller AE, Binevski PV, Chesnokova NB, Shekhter AB, Klyachko NL, Kabanov AV. Superoxide Dismutase 1 Nanozyme for Treatment of Eye Inflammation. Oxid Med Cell Longev. 2015;2015:5194239. doi: 10.1155/2016/5194239. Epub 2015 Dec 1. PMID: 26697135; PMCID: PMC4678082.

1: Jung SM, Moroi M. Crosslinking of platelet glycoprotein Ib by N-succinimidyl(4-azidophenyldithio)propionate and 3,3'-dithiobis(sulfosuccinimidyl propionate). Biochim Biophys Acta. 1983 Dec 13;761(2):152-62. PubMed PMID: 6228257. 2: Lambert W, Söderberg CA, Rutsdottir G, Boelens WC, Emanuelsson C. Thiol-exchange in DTSSP crosslinked peptides is proportional to cysteine content and precisely controlled in crosslink detection by two-step LC-MALDI MSMS. Protein Sci. 2011 Oct;20(10):1682-91. doi: 10.1002/pro.699. Epub 2011 Aug 18. PubMed PMID: 21780214; PubMed Central PMCID: PMC3218361.

View History

Echinoside B

MedKoo CAT#: 598321

CAS#: 75410-52-5