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N-ε-propargyloxycarbonyl-L-lysine (HL-Lys(Poc)-OH) 1215204-46-8

N-ε-propargyloxycarbonyl-L-lysine (HL-Lys(Poc)-OH) 1215204-46-8

CAS No.: 1215204-46-8

N-ε-propargyloxycarbonyl-L-lysine (HL-Lys(Poc)-OH) is a lysine-based unnatural amino acid (AA) (UAA). N-ε-propargyloxy
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N-ε-propargyloxycarbonyl-L-lysine (HL-Lys(Poc)-OH) is a lysine-based unnatural amino acid (AA) (UAA). N-ε-propargyloxycarbonyl-L-lysine is extensively used for bioconjugation of fluorescent probes in a variety of organisms. N-ε-propargyloxycarbonyl-L-lysine is a click chemical reagent. It contains Alkyne groups and could undergo CuAAc (copper-catalyzed azide-alkyne cycloaddition reaction) with compounds bearing an Azide group.

Physicochemical Properties


Molecular Formula C10H16N2O4
Molecular Weight 228.245
Exact Mass 228.111
CAS # 1215204-46-8
Related CAS # N-ε-propargyloxycarbonyl-L-lysine hydrochloride;1428330-91-9
PubChem CID 49842363
Appearance White to off-white solid powder
LogP -2.5
Hydrogen Bond Donor Count 3
Hydrogen Bond Acceptor Count 5
Rotatable Bond Count 8
Heavy Atom Count 16
Complexity 282
Defined Atom Stereocenter Count 1
SMILES

[C@H](N)(CCCCNC(=O)OCC#C)C(=O)O

InChi Key KRFMMSZGIQEBIJ-QMMMGPOBSA-N
InChi Code

InChI=1S/C10H16N2O4/c1-2-7-16-10(15)12-6-4-3-5-8(11)9(13)14/h1,8H,3-7,11H2,(H,12,15)(H,13,14)/t8-/m0/s1
Chemical Name

(2S)-2-amino-6-(prop-2-ynoxycarbonylamino)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)

Biological Activity


ln Vitro The process of molecular hyperspectral SRS imaging involves labeling cellular proteins, including Sec61β, Htt74Q, and the histone H3 variant H3.3, that carry N-ε-propargyloxycarbonyl-L-lysine (HL-Lys(Poc)-OH), with a sensitive Raman tag using click chemistry[1].
References

[1]. Site-Specific Labeling of Proteins Using Unnatural Amino Acids. Mol Cells. 2019 May 31;42(5):386-396.

[2]. Modified microcystins and nodularins.WO2018206715A2.


Solubility Data


Solubility (In Vitro) H2O: 17.86 mg/mL (78.25 mM)
Solubility (In Vivo) Solubility in Formulation 1: 16.67 mg/mL (73.03 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.3812 mL 21.9058 mL 43.8116 mL
5 mM 0.8762 mL 4.3812 mL 8.7623 mL
10 mM 0.4381 mL 2.1906 mL 4.3812 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.