SBAP Linker

Chemical name: N-Succinimidyl-3-(bromoacetamido)propionate // Synonyms: 2,5-dioxopyrrolidin-1-yl 3-(2-bromoacetamido)propanoate, 2-bromo-N-[3-[(2,5-dioxo-1-pyrrolidinyl)oxy]-3-oxopropyl]-acetamide, N-(2-Bromoacetyl)-ß-alanine 2,5-dioxo-1-pyrrolidinylester, SBAP

Product code:RL-3590
CAS No.:57159-62-3
Formula:C₉H₁₁BrN₂O₅
Storage temperature:-20°C
Molecular weight:307.10 g/mol

from €300.00

Grouped product items
Qty	Packing unit	Price	SKU	Availability
	1 g	€300.00	RL-3590.0001	11-20 business days
	5 g	€1,200.00	RL-3590.0005	11-20 business days
Safety Data Sheets

Skip to the end of the images gallery

Skip to the beginning of the images gallery

description

The non-cleavable, heterobifunctional linker SBAP is reactive towards sulfhydryl- (at pH >7.5) and amino-groups (at pH 7-9) via its bromoacetyl and NHS-ester moiety, respectively, for form the corresponding thioether and amide bonds. This reagent has been used for the preparation of cyclic peptides and peptide conjugates as the spacer allows to keep a peptide-like character in the crosslinked species.

references

Effects of Conformational Changes in Peptide-CRM197 Conjugate Vaccines; J. Jaffe, K. Wucherer, J. Sperry, Q. Zou, Q. Chang, M. A. Massa, K. Bhattacharya, S. Kumar, M. Caparon, D. Stead, P. Wrigth, A. Dirksen, M. B. Francis; Bioconjug Chem. 2019; 30(1): 47-53. https://doi.org/10.1021/acs.bioconjchem.8b00661.

Investigation of Hydrophilic Auristatin Derivatives for Use in Antibody Drug Conjugates; B. A. Mendelsohn, S. D. Barnscher, J. T. Snyder, Z. An, J. M. Dodd, J. Dugal-Tessier; Bioconjugate Chem. 2017; 28(2): 371-381. https://doi.org/10.1021/acs.bioconjchem.6b00530.

Oligosaccharide conjugates of Bordetella pertussis and bronchiseptica induce bactericidal antibodies, an addition to pertussis vaccine; J. Kubler-Kielb, E. Vinogradov, T. Lagergård, A. Ginzberg, J. D. King, A. Preston, D. J. Maskell, V. Pozsgay, J. M. Keith, J. B. Robbins, R. Schneerson; PNAS 2011; 108(10): 4087-4092. https://doi.org/10.1073/pnas.1100782108.

Effect of the nonreducing end of Shigella dysenteriae type 1 O-specific oligosaccharides on their immunogenicity as conjugates in mice; V. Pozsgay, J. Kubler-Kielb, R. Schneerson, J. B. Robbins; PNAS 2007; 104(36): 14478-14482. https://doi.org/10.1073/pnas.0706969104.

Long-lastng and transmission-blocking activity of antibodies to Plasmodium falciparum elicited in mice by protein conjugates of Pfs25; J. Kubler-Kielb, F. Majadly, Y. Wu, D. L. Narum, C. Guo, L. H. Miller, J. Shiloach, J. B. Robbins, R. Schneerson; PNAS 2007; 104(1): 293-298. https://doi.org/10.1073/pnas.0609885104.

A New Method for Conjugation of Carbohydrates to Proteins Using an Aminooxy-Thiol Heterobifunctional Linker; J. Kubler-Kielb, V. Pozsgay; J. Org. Chem. 2005; 70(17): 6987-6990. https://doi.org/10.1021/jo050934b.

Synthesis of a dimeric Lewis antigen and the evaluation of the epitope specificity of antibodies elicited in mice; T. Buskas, Y. Li, G.-J. Boons; Chem Eur J. 2005; 11(18): 5457-67. https://doi.org/10.1002/chem.200500412.

Cellular Uptake of Antisense Morpholino Oligomers Conjugated to Arginine-Rich Peptides; H. M. Moulton, M. H. Nelson, S. A. Hatlevig, M. T. Reddy, P. L. Iversen; Bioconjugate Chem. 2004; 15(2): 290-299. https://doi.org/10.1021/bc034221g.

The Generality of DNA-Templated Synthesis as a Basis for Evolving Non-Natural Small Molecules; Z. J. Gartner, D. R. Liu; J. Am. Chem. Soc. 2001; 123(28): 6961-6963. https://doi.org/10.1021/ja015873n.

* Disclaimer

We refer to our general terms and conditions.
All information contained in our webshop is compiled to the best of our knowledge.
Prices and product availability are subject to change and require reconfirmation. Please contact us for further information.