Name: Succinimidyl 6-(4,4´-azipentanamido)hexanoate [NHS-LC-Diazirine]
Brand: AAT Bioquest
SKU: 39002
Availability: InStock

Succinimidyl 6-(4,4´-azipentanamido)hexanoate

NHS-LC-Diazirine

Succinimidyl 6-(4,4´-azipentanamido)hexanoate, also known as NHS-LC-Diazirine, represents a significant breakthrough in crosslinking technology. This compound belongs to a novel class of heterobifunctional crosslinkers (e.g., SDA, LC-SDA, and SDAD) that have effectively combined two established chemical modalities, N-hydroxysuccinimide (NHS) ester chemistry and diazirine-based photoreactions. At pH 7 to 9, the NHS ester groups form covalent amide bonds with primary amines on one protein, while the diazirine (azipentanoate) moieties exhibit efficient reactivity towards amino acid side chains or peptide backbones on another protein within the prescribed spacer arm distance, once activated by long-wave UV light (330-370 nm). LC-SDA's two-step chemical crosslinking process can be easily activated using conventional laboratory UV lamps, streamlining experimental protocols. Furthermore, LC-SDA crosslinkers demonstrate excellent photostability even under standard laboratory lighting conditions, eliminating the need for a light-restricted environment. Given that NHS-ester diazirine derivatives lack a charged group and are membrane-permeable, they are ideally suited for in vivo intracellular and intramembrane conjugations and investigating protein-protein interactions.

Protocol

SDS

COA

Catalog	Size	Price	Quantity
39002	5 x 1 mg	Price
39003	25 mg	Price

Calculators

Common stock solution preparation

Table 1. Volume of DMSO needed to reconstitute specific mass of Succinimidyl 6-(4,4´-azipentanamido)hexanoate [NHS-LC-Diazirine] to given concentration. Note that volume is only for preparing stock solution. Refer to sample experimental protocol for appropriate experimental/physiological buffers.

	0.1 mg	0.5 mg	1 mg	5 mg	10 mg
1 mM	295.543 µL	1.478 mL	2.955 mL	14.777 mL	29.554 mL
5 mM	59.109 µL	295.543 µL	591.086 µL	2.955 mL	5.911 mL
10 mM	29.554 µL	147.772 µL	295.543 µL	1.478 mL	2.955 mL

Molarity calculator

Enter any two values (mass, volume, concentration) to calculate the third.

Mass (Calculate)		Molecular weight		Volume (Calculate)		Concentration (Calculate)		Moles
mg	÷	338.36 g/mol	=	mL	x	mM	=	mmol

References

View all 38 references: Citation Explorer

Three-Dimensional Reconstruction of the Hepatitis C Virus Envelope Glycoprotein E1E2 Heterodimer by Electron Microscopic Analysis.

Authors:

Kanai, Tapan and Hu, Zongyi and Yang, Renbin and Wu, Weimin and Wang, Ziqiu and Ma, Christopher D and Sanchez-Meza, Jaime and Law, Mansun and Houghton, Michael and Law, John Lokman and Logan, Michael and de Val, Natalia and Liang, T Jake

Journal:

Journal of virology (2023): e0178822

Synthesis, Enzymatic Peptide Incorporation, and Applications of Diazirine-Containing Isoprenoid Diphosphate Analogues.

Authors:

Justyna, Katarzyna and Das, Riki and Lorimer, Ellen L and Hu, Jiayue and Pedersen, Jodi S and Sprague-Getsy, Andrea M and Schey, Garrett L and Sieburg, Michelle A and Koehn, Olivia J and Wang, Yen-Chih and Chen, Yong-Xiang and Hougland, James L and Williams, Carol L and Distefano, Mark D

Journal:

Organic letters (2023): 6767-6772

A photo-cross-linking GlcNAc analog enables covalent capture of N-linked glycoprotein-binding partners on the cell surface.

Authors:

Wu, Han and Shajahan, Asif and Yang, Jeong-Yeh and Capota, Emanuela and Wands, Amberlyn M and Arthur, Connie M and Stowell, Sean R and Moremen, Kelley W and Azadi, Parastoo and Kohler, Jennifer J

Journal:

Cell chemical biology (2022): 84-97.e8

Reactive intermediates for interactome mapping.

Authors:

Seath, Ciaran P and Trowbridge, Aaron D and Muir, Tom W and MacMillan, David W C

Journal:

Chemical Society reviews (2021): 2911-2926

Comparison of photoactivatable crosslinkers for in-gel immunoassays.

Authors:

Tan, Kristine Y and Desai, Surbhi and Raja, Erum and Etienne, Chris and Webb, Brian and Herr, Amy E

Journal:

The Analyst (2021): 6621-6630

Physical properties

Molecular weight	338.36
Solvent	DMSO

Storage, safety and handling

H-phrase	H303, H313, H333
Hazard symbol	XN
Intended use	Research Use Only (RUO)
R-phrase	R20, R21, R22
Storage	Freeze (< -15 °C); Desiccated
UNSPSC	12171501
CAS	1435895-19-4

Documents

Protocol
Safety Data Sheet
Certificate of Analysis

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Page updated on November 20, 2025