Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

774995

Sigma-Aldrich

N2-[(1,1-Dimethylethoxy)carbonyl]-N6-[(2-propynyloxy)carbonyl]-L-lysine

90%

Synonym(s):

N-α-Boc-propargyl-lysine-OH

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C15H24N2O6
CAS Number:
1202704-91-3
Molecular Weight:
328.36
MDL number:
MFCD22989423
UNSPSC Code:
12352200
PubChem Substance ID:
329767726
NACRES:
NA.22

Assay

90%

form

liquid

reaction suitability

reaction type: click chemistry

refractive index

n20/D 1.475

density

1.167 g/mL at 25 °C

SMILES string

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

InChI

1S/C15H24N2O6/c1-5-10-22-13(20)16-9-7-6-8-11(12(18)19)17-14(21)23-15(2,3)4/h1,11H,6-10H2,2-4H3,(H,16,20)(H,17,21)(H,18,19)/t11-/m0/s1

InChI key

VHCJWKDEXGPNCX-NSHDSACASA-N

Application

Alkyne modified lysine that has been shown to be incorporated site-specifically into recombinant proteins.[1][2]

related product

Product No.
Description
Pricing

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Precautionary Statements

P280

Hazard Classifications

Skin Sens. 1

Storage Class Code

10 - Combustible liquids not in Storage Class 3

WGK

WGK 3

Flash Point(F)

164.0 °F

Flash Point(C)

73.33 °C

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKBP5029

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Duy P Nguyen et al.
Journal of the American Chemical Society, 131(25), 8720-8721 (2009-06-12)
We demonstrate that an orthogonal Methanosarcina barkeri MS pyrrolysyl-tRNA synthetase/tRNA(CUA) pair directs the efficient, site-specific incorporation of N6-[(2-propynyloxy)carbonyl]-L-lysine, containing a carbon-carbon triple bond, and N6-[(2-azidoethoxy)carbonyl]-L-lysine, containing an azido group, into recombinant proteins in Escherichia coli. Proteins containing the alkyne functional
Synthesis of threefold glycosylated proteins using click chemistry and genetically encoded unnatural amino acids.
Emine Kaya et al.
Chembiochem : a European journal of chemical biology, 10(18), 2858-2861 (2009-11-10)

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service