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DiAzKs hydrochloride (HL-Photo-lysine hydrochloride)

Cat No.:V67108 Purity: ≥98%
DiAzKs (HL-Photo-lysine) HCl is a lysine amino acid (AA) containing a diazo group and a photo-crosslinking agent.
DiAzKs hydrochloride (HL-Photo-lysine hydrochloride)
DiAzKs hydrochloride (HL-Photo-lysine hydrochloride) Chemical Structure CAS No.: 2421187-79-1
Product category: Fluorescent Dye
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
50mg
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Other Forms of DiAzKs hydrochloride (HL-Photo-lysine hydrochloride):

  • H-L-Photo-lysine
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Top Publications Citing lnvivochem Products
Product Description
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.
DiAzKs hydrochloride (HL-Photo-lysine hydrochloride) (CAS#: 2421187-79-1) is a diazirine-containing lysine amino acid and a photo-crosslinker. It has a molecular weight of 308.76 g/mol and a molecular formula of C₁₁H₂₁ClN₄O₄. DiAzKs hydrochloride can be site-selectively incorporated into proteins and is used to crosslink protein-protein interactions in vitro and in living cells. The compound acts as a UV light-activated photo-crosslinking probe. DiAzKs hydrochloride is a synthetic compound that plays a critical role in biochemical research, particularly in the study of amino acids and polyamines.
Biological Activity I Assay Protocols (From Reference)
Targets
DiAzKs hydrochloride targets proteins through its diazirine moiety. The compound is a lysine amino acid analog that can be site-selectively incorporated into proteins during translation. Upon UV light activation, the diazirine group generates a highly reactive carbene intermediate that covalently crosslinks with nearby interacting proteins. This allows for the capture and identification of protein-protein interactions in their native cellular context.
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].
The in vitro activity of DiAzKs hydrochloride is its function as a photo-crosslinking probe for studying protein-protein interactions. The compound is incorporated into proteins of interest through genetic code expansion techniques. Upon UV irradiation at 365 nm, the diazirine moiety is activated and forms covalent crosslinks with interacting proteins within a short distance (typically <10 Å). The crosslinked products can be analyzed by SDS-PAGE, Western blot, or mass spectrometry to identify interaction partners. DiAzKs hydrochloride enables the capture of transient and weak protein-protein interactions that are difficult to study using conventional methods.
ln Vivo
DiAzKs hydrochloride is not used as a therapeutic agent. Its in vivo utility is limited to research applications involving the study of protein-protein interactions in living cells. The compound is not intended for systemic therapeutic use.
Enzyme Assay
In vitro crosslinking assays for DiAzKs hydrochloride involve the incorporation of the photo-lysine analog into target proteins through cell-free protein synthesis or by supplementation of cell culture media. After incorporation, proteins are allowed to interact with potential binding partners. The samples are then irradiated with UV light (typically 365 nm) to activate the diazirine group and induce crosslinking. Crosslinked protein complexes are analyzed by SDS-PAGE, Western blot, or mass spectrometry.
Cell Assay
For in vitro cellular experiments, DiAzKs hydrochloride is added to cell culture media where it is taken up by cells and incorporated into newly synthesized proteins in place of natural lysine. Cells are cultured with the compound for an appropriate period to allow incorporation. After washing and allowing protein interactions to occur, cells are irradiated with UV light to induce crosslinking. Crosslinked proteins are then analyzed by immunoprecipitation, Western blot, or mass spectrometry to identify interaction partners.
Animal Protocol
In vivo animal experiments with DiAzKs hydrochloride are not typically performed, as the compound is primarily used for studying protein-protein interactions in cell culture systems. The compound is intended for research use only and not for in vivo applications.
ADME/Pharmacokinetics
Pharmacokinetic properties of DiAzKs hydrochloride have not been characterized, as the compound is a research-use photo-crosslinking probe rather than a drug candidate. The compound has a molecular weight of 308.76 g/mol and a molecular formula of C₁₁H₂₁ClN₄O₄. Information concerning product stability, particularly in solution, has rarely been reported. The compound should be stored under appropriate conditions, protected from light.
Toxicity/Toxicokinetics
Toxicological data for DiAzKs hydrochloride has not been systematically evaluated, as the compound is intended for research applications only and not for therapeutic use. Standard laboratory safety precautions should be observed when handling this chemical reagent, including protection from UV light exposure.
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.

Additional Infomation
DiAzKs hydrochloride (HL-Photo-lysine hydrochloride) is a diazirine-containing lysine amino acid that functions as a UV-activated photo-crosslinker. It can be site-selectively incorporated into proteins to crosslink protein-protein interactions in vitro and in living cells. The compound is a valuable tool for studying protein interaction networks and has no clinical or therapeutic applications.
These protocols are for reference only. InvivoChem does not independently validate these methods.
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)
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.

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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.

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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