SBAP (succinimidyl 3-(bromoacetamido)propionate)

ALDRICH/803650

CAS Number: 57159-62-3
Empirical Formula (Hill Notation): C₉H₁₁N₂O₅Br
Molecular Weight: 307.10
MDL Number: MFCD01863457
Linear Formula: C₉H₁₁N₂O₅Br
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-803650-50MG	50 mg	$250.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥90%
form	powder
functional group	bromo
	NHS ester
InChI	1S/C9H11BrN2O5/c10-5-6(13)11-4-3-9(16)17-12-7(14)1-2-8(12)15/h1-5H2,(H,11,13)
InChI key	WGMMKWFUXPMTRW-UHFFFAOYSA-N
mol wt	307.1
Quality Level	100
reaction suitability	reagent type: cross-linking reagent
shipped in	ambient
SMILES string	O=C(CCC1=O)N1OC(CCNC(CBr)=O)=O
solubility	DMSO or DMF: soluble
storage condition	desiccated
storage temp.	2-8°C

Caution:	This product is sensitive to moisture. The vial is packaged in a resealable bag with a desiccant to reduce exposure to moisture. After cold storage, equilibrate the vial to room temperature before opening to reduce condensation inside the vial. Make fresh solutions. Storage of stock solutions is not recommended. After use, return the vial to the resealable bag. Close the bag and store the product at the recommended temperature.
Features and Benefits:	• Reactive groups: NHS ester and bromoacetyl • Reactive toward: amino and sulfhydryl groups • NHS ester reacts with primary amines at pH 7-9 to form a stable amide bond • Bromacetyl group reacts with sulfhydryl groups at pH > 7.5 to form stable thioether bonds • Non-cleavable • Water-insoluble (dissolve first in DMF or DMSO) • Spacer maintains peptide-like character in the crosslinked species • Resulting crosslink is susceptible to acid hydrolysis • Useful for preparing cyclic peptides and peptide conjugates
General description:	SBAP is a sulfhydryl-reactive and amine-reactive heterobifunctional crosslinker. The reagent’s NHS ester reacts with primary amines at pH 7-9 to form stable amide bonds, and the bromacetyl reacts with sulfhydryl groups at pH >7.5 to form stable thioether bonds This reagent is useful for preparing cyclic peptides and peptide conjugates because the spacer maintains peptide-like character in the crosslinked species.

Symbol	GHS07
Signal word	Warning
Hazard statements	H315 - H319 - H335
Precautionary statements	P302 + P352 - P305 + P351 + P338
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥90%
Storage Temp.	2-8°C
UNSPSC	12352106

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