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UAA crosslinker 1

Cat No.:V33723 Purity: ≥98%
UAA crosslinker 1 HCl is an amber codon for the incorporation of non-canonical amino acid (AA)s (ncAAs).
UAA crosslinker 1
UAA crosslinker 1 Chemical Structure CAS No.: 1167421-25-1
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
10mg
25mg
100mg
Other Sizes

Other Forms of UAA crosslinker 1:

  • UAA crosslinker 1 hydrochloride
Official Supplier of:
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Product Description
UAA crosslinker 1 HCl is an amber codon for the incorporation of non-canonical amino acid (AA)s (ncAAs). ncAAs can exploit the promiscuous activities of certain wild-type and engineered aminoacyl-tRNA synthetases to synthesize proteins in vivo. UAA crosslinker 1 is a reagent for click chemistry. It has an Azide (N3) moiety and could undergo CuAAc (copper-catalyzed azide-alkyne cycloaddition reaction) with compounds bearing an Alkyne group. SPAAC (Strain-promoted alkyne-azide cycloaddition) may also happen with compounds bearing a BCN or DBCO group.
UAA crosslinker 1 (CAS#: 1167421-25-1) is a click chemistry reagent used for the incorporation of non-canonical amino acids (ncAAs) via amber codon suppression. It is also known as N6-((2-azidoethoxy)carbonyl)-L-lysine or NEpsilon-2-Azidoethyloxycarbonyl-L-lysine. The compound has the molecular formula C9H17N5O4 and a molecular weight of 259.26. It contains an azide (N3) group that enables copper-catalyzed azide-alkyne cycloaddition (CuAAC) with alkyne-containing molecules and strain-promoted azide-alkyne cycloaddition (SPAAC) with DBCO- or BCN-containing molecules.
Biological Activity I Assay Protocols (From Reference)
Targets
UAA crosslinker 1 does not have a specific biological target as a therapeutic agent. It is a click chemistry reagent containing an azide group for bioconjugation applications. The compound is used for the incorporation of non-canonical amino acids (ncAAs) into proteins via amber codon suppression. The azide group allows the modified amino acid to be selectively conjugated to alkyne-functionalized molecules through CuAAC or SPAAC reactions. This enables site-specific labeling, modification, and functionalization of proteins.
ln Vitro
UAA crosslinker 1 is a click chemistry reagent containing an azide (N3) moiety. It is used for the incorporation of non-canonical amino acids (ncAAs) via amber codon suppression. The azide group enables copper-catalyzed azide-alkyne cycloaddition (CuAAC) with alkyne-containing molecules and strain-promoted azide-alkyne cycloaddition (SPAAC) with DBCO- or BCN-containing molecules. The compound is also known as N6-((2-azidoethoxy)carbonyl)-L-lysine. It has a molecular weight of 259.26 and formula C9H17N5O4. It is used in protein engineering, bioconjugation, and chemical biology research.
ln Vivo
No in vivo activity data are documented for UAA crosslinker 1 as a therapeutic agent. The compound is a chemical biology tool used for protein labeling and modification in research settings. Its primary application is in vitro for the site-specific incorporation of non-canonical amino acids into proteins and subsequent bioconjugation. The compound may be used in cell culture for ncAA incorporation, but in vivo applications are limited.
Enzyme Assay
In vitro assays for UAA crosslinker 1 are not biological activity assays but rather chemical conjugation efficiency assays. The compound is evaluated for its ability to undergo CuAAC or SPAAC reactions with alkyne- or DBCO-functionalized molecules. Reaction efficiency is assessed by HPLC, mass spectrometry, or SDS-PAGE. The compound can be incorporated into proteins via amber codon suppression using cell-free or cell-based expression systems. Incorporation efficiency is confirmed by mass spectrometry or western blot after conjugation to a fluorescent or affinity tag.
Cell Assay
Cell-based assays for UAA crosslinker 1 involve the incorporation of non-canonical amino acids into proteins. Cells (typically E. coli or mammalian cells) are engineered with an orthogonal tRNA/aminoacyl-tRNA synthetase pair that recognizes the amber stop codon and incorporates the ncAA into the target protein. UAA crosslinker 1 is added to the cell culture medium, and the target protein is expressed. Protein expression is confirmed by SDS-PAGE and western blot. The incorporated azide group can be detected by conjugation to alkyne-functionalized fluorescent dyes via CuAAC, followed by in-gel fluorescence or flow cytometry.
Animal Protocol
Animal studies are not typically conducted with UAA crosslinker 1 as it is a chemical biology tool rather than a therapeutic agent. The compound is used for in vitro protein labeling and modification. For certain research applications, ncAA incorporation may be performed in cell culture or in vivo using transgenic animal models expressing the orthogonal tRNA/synthetase system. However, such applications are specialized and not widely reported. The compound is primarily used in biochemical and chemical biology research.
ADME/Pharmacokinetics
UAA crosslinker 1 has a molecular weight of 259.26 and molecular formula C9H17N5O4. It has a purity of ≥95%. The compound appears as a solid. It is soluble in organic solvents such as DMSO. The compound contains an azide group, which is potentially explosive and should be handled with care. It should be stored long-term in a cool, dry place. The compound is stable under normal storage conditions. Solutions should be prepared fresh before use and protected from light.
Toxicity/Toxicokinetics
No specific toxicity data are documented for UAA crosslinker 1. The compound contains an azide group, which can be potentially hazardous and should be handled with appropriate safety precautions. Azides may be toxic and can form explosive compounds with certain metals. Standard laboratory safety practices including the use of personal protective equipment (gloves, lab coat, safety goggles) and proper ventilation should be followed. The compound is intended for research use only and is not approved for human therapeutic applications.
Additional Infomation
(2S)-2-amino-6-{[(2-azidoethoxy)carbonyl]amino}hexanoic acid is an organic molecular entity.
UAA crosslinker 1 is also known as (2S)-2-amino-6-{[(2-azidoethoxy)carbonyl]amino}hexanoic acid, N6-((2-azidoethoxy)carbonyl)-L-lysine, or NEpsilon-2-Azidoethyloxycarbonyl-L-lysine. It is a click chemistry reagent containing an azide group for CuAAC and SPAAC reactions. The compound is used for the incorporation of non-canonical amino acids (ncAAs) via amber codon suppression. It is used in protein engineering, bioconjugation, and chemical biology research. The compound is intended for research use only and is not for human therapeutic use.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C9H17N5O4
Molecular Weight
259.262
Exact Mass
259.128
CAS #
1167421-25-1
Related CAS #
UAA crosslinker 1 hydrochloride;1994331-17-7
PubChem CID
49842364
Appearance
White to off-white solid powder
LogP
1.149
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
10
Heavy Atom Count
18
Complexity
316
Defined Atom Stereocenter Count
1
SMILES
N[C@@H](CCCCNC(OCCN=[N+]=[N-])=O)C(O)=O
InChi Key
RPLCQQYRZLXMKL-ZETCQYMHSA-N
InChi Code
InChI=1S/C9H17N5O4/c10-7(8(15)16)3-1-2-4-12-9(17)18-6-5-13-14-11/h7H,1-6,10H2,(H,12,17)(H,15,16)/t7-/m0/s1
Chemical Name
(2S)-2-amino-6-(2-azidoethoxycarbonylamino)hexanoic acid
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

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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.8571 mL 19.2857 mL 38.5713 mL
5 mM 0.7714 mL 3.8571 mL 7.7143 mL
10 mM 0.3857 mL 1.9286 mL 3.8571 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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
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?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

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:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
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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