Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

Safety Information

900607

Sigma-Aldrich

2,5-Dibromohexanediamide

≥95%

Synonym(s):

2,5-Dibromoadipamide, DBHDA

Sign Into View Organizational & Contract Pricing

Select a Size

250 MG
¥52,970

¥52,970

Estimated to ship onApril 12, 2025

Request a Bulk Order
All Photos(2)

Select a Size

Change View
250 MG
¥52,970

About This Item

Empirical Formula (Hill Notation):
C6H10Br2N2O2
CAS Number:
99584-96-0
Molecular Weight:
301.96
MDL number:
MFCD27976335
UNSPSC Code:
12352200
NACRES:
NA.22

¥52,970

Estimated to ship onApril 12, 2025

Request a Bulk Order

Quality Level

100

Assay

≥95%

form

solid

storage temp.

2-8°C

SMILES string

BrC(CCC(Br)C(=O)N)C(=O)N

InChI

1S/C6H10Br2N2O2/c7-3(5(9)11)1-2-4(8)6(10)12/h3-4H,1-2H2,(H2,9,11)(H2,10,12)

InChI key

PLSXNAQEJOGNKQ-UHFFFAOYSA-N

Application

This compound has been shown to be a useful reagent for the conversion of cysteine to dehydroalanine (DHA) in peptides or proteins.[1] This enables chemical mutagenesis in which DHA can be efficiently reacted with iodide building blocks to add various natural and unnatural side chains on proteins.[2] It was also shown that other modifications could be added through DHA such as phosphorylation, methylation, and glycosylation. In other research it was shown that DHA can be used to make ubiquitin conjugates that have a bond that mimics the native isopeptide bond.[3]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

900607-BULK:
900607-VAR:
900607-250MG:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCV8183
MKCW7021
MKCW6411
MKCP5689
MKCL4625

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Methods for converting cysteine to dehydroalanine on peptides and proteins.
Chalker JM, et al.
Chemical Science, 2, 1666-1676 (2011)
Protein ubiquitination via dehydroalanine: development and insights into the diastereoselective 1,4-addition step.
Meledin R, et al.
Organic & Biomolecular Chemistry, 14(21), 4817-4823 (2016)
Posttranslational mutagenesis: A chemical strategy for exploring protein side-chain diversity.
Wright TH, et al.
Science, 4(354), 6312-6312 (2016)
Philip R Lindstedt et al.
Cell chemical biology, 28(1), 70-77 (2020-11-21)
Great advances have been made over the last four decades in therapeutic and diagnostic applications of antibodies. The activity maturation of antibody candidates, however, remains a significant challenge. To address this problem, we present a method that enables the systematic

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service