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UAA crosslinker 1

CAT: 0804-HY-111434-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-111434-01Size:5 mg
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Description
UAA crosslinker 1 hydrochloride is an amber codon used for non-canonical amino acids (ncAAs) incorporation. The ncAAs can be incorporated into proteins in vivo by making use of the promiscuous activity of certain wildtype and engineered aminoacyl-tRNA synthetases[1]. UAA crosslinker 1 is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.
CAS Number
1167421-25-1
UNSPSC
12352211
Target
Biochemical Assay Reagents
Type
Reference compound
Related Pathways
Others
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/UAA_crosslinker_1.html
Purity
98.0
Solubility
DMSO : 2.5 mg/mL (ultrasonic) |H2O : 25 mg/mL (ultrasonic) |H2O : 25 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
N[C@@H](CCCCNC(OCCN=[N+]=[N-])=O)C(O)=O
Molecular Formula
C9H17N5O4
Molecular Weight
259.26
References & Citations
[1]VanBrunt MP, et al. Genetically Encoded Azide Containing Amino Acid in Mammalian Cells Enables Site-Specific Antibody-Drug Conjugates Using Click Cycloaddition Chemistry. Bioconjug Chem. 2015 Nov 18;26 (11) :2249-60.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

(2S)-2-amino-6-{[(2-azidoethoxy)carbonyl]amino}hexanoic acid

N6-((2-azidoethoxy)carbonyl)-L-lysine is an organic molecular entity.

CAS Number1167421-25-1
PubChem CID49842364
IUPAC Name(2S)-2-amino-6-(2-azidoethoxycarbonylamino)hexanoic acid
Molecular FormulaC9H17N5O4
Molecular Weight259.26
XLogP-1.7
Topological Polar Surface Area116
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count10
Heavy Atom Count18
Formal Charge0
Complexity316
SMILES
C(CCNC(=O)OCCN=[N+]=[N-])C[C@@H](C(=O)O)N
InChI
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
InChIKey
RPLCQQYRZLXMKL-ZETCQYMHSA-N
Chemical Structure
2D Structure
2D structure of (2S)-2-amino-6-{[(2-azidoethoxy)carbonyl]amino}hexanoic acid
CAS: 1167421-25-1
CID: 49842364
Formula: C9H17N5O4
MW: 259.26
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight259.26
XLogP3-1.7
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count10
Exact Mass259.12805404
Monoisotopic Mass259.12805404
Topological Polar Surface Area116 Ų
Heavy Atom Count18
Formal Charge0
Complexity316
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes