DiAzKs (HL-Photo-lysine) HCl is a lysine amino acid (AA) containing a diazo group and a photo-crosslinking agent. DiAzKs HCl can be selectively inserted into proteins and used to cross-link protein-protein interactions in vitro and in living cells. DiAzKs HCl is used as a UV-activated photocross-linking probe.

Physicochemical Properties

Molecular Formula	C11H21CLN4O4
Molecular Weight	308.761841535568
Exact Mass	308.125
CAS #	2421187-79-1
Related CAS #	DiAzKs;1253643-88-7
PubChem CID	146026280
Appearance	White to off-white solid powder
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	10
Heavy Atom Count	20
Complexity	353
Defined Atom Stereocenter Count	1
SMILES	Cl.O(C(NCCCCC(C(=O)O)N)=O)CCC1(C)N=N1
InChi Key	NFYRMQZAZIBQET-QRPNPIFTSA-N
InChi Code	InChI=1S/C11H20N4O4.ClH/c1-11(14-15-11)5-7-19-10(18)13-6-3-2-4-8(12)9(16)17;/h8H,2-7,12H2,1H3,(H,13,18)(H,16,17);1H/t8-;/m0./s1
Chemical Name	(2S)-2-amino-6-[2-(3-methyldiazirin-3-yl)ethoxycarbonylamino]hexanoic acid;hydrochloride
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vitro

Proteins that detect lysine post-translational modifications (PTMs), such as "readers" and "erasers" of histone modifications, can be detected and identified using photolysine, which is easily integrated into proteins by the natural translation machinery of mammals [2].

References

[1]. Probing protein-protein interactions with a genetically encoded photo-crosslinking amino acid. Chembiochem. 2011 Aug 16;12(12):1854-7. [2]. Efficient viral delivery system for unnatural amino acid mutagenesis in mammalian cells. Proc Natl Acad Sci U S A. 2013 Jul 16;110(29):11803-8. [3]. Photo-lysine captures proteins that bind lysine post-translational modifications. Nat Chem Biol. 2016 Feb;12(2):70-2.

Solubility Data

Solubility (In Vitro)

DMSO: 250 mg/mL (809.69 mM) H2O: 50 mg/mL (161.94 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.08 mg/mL (6.74 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.08 mg/mL (6.74 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: 50 mg/mL (161.94 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	3.2388 mL	16.1938 mL	32.3876 mL
	5 mM	0.6478 mL	3.2388 mL	6.4775 mL
	10 mM	0.3239 mL	1.6194 mL	3.2388 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.