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120042-14-0 | Butanoic acid, 2-amino-4-azido-, (2S)-
CAS No: 120042-14-0 Catalog No: AG000Q72 MDL No:
Product Description
Catalog Number:
AG000Q72
Chemical Name:
Butanoic acid, 2-amino-4-azido-, (2S)-
CAS Number:
120042-14-0
Molecular Formula:
C4H8N4O2
Molecular Weight:
144.1319
IUPAC Name:
(2S)-2-amino-4-azidobutanoic acid
InChI:
InChI=1S/C4H8N4O2/c5-3(4(9)10)1-2-7-8-6/h3H,1-2,5H2,(H,9,10)/t3-/m0/s1
InChI Key:
NNWQLZWAZSJGLY-VKHMYHEASA-N
SMILES:
[N-]=[N+]=NCC[C@@H](C(=O)O)N
Properties
Complexity:
163
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
1
Defined Bond Stereocenter Count:
0
Exact Mass:
144.065g/mol
Formal Charge:
0
Heavy Atom Count:
10
Hydrogen Bond Acceptor Count:
5
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
144.134g/mol
Monoisotopic Mass:
144.065g/mol
Rotatable Bond Count:
4
Topological Polar Surface Area:
77.7A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-2.1
Literature
| Title | Journal |
|---|---|
| Development of copper-catalyzed azide-alkyne cycloaddition for increased in vivo efficacy of interferon β-1b by site-specific PEGylation. | Bioconjugate chemistry 20121017 |
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| Nascent proteomes of ischemic-injured and ischemic-tolerant neuronal cells. | International journal of computational biology and drug design 20110101 |
| Chlamydia species-dependent differences in the growth requirement for lysosomes. | PloS one 20110101 |
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| Chemoselective modification of viral proteins bearing metabolically introduced 'clickable' amino acids and sugars. | Methods in molecular biology (Clifton, N.J.) 20110101 |
| Targeting adenosine monophosphate-activated protein kinase (AMPK) in preclinical models reveals a potential mechanism for the treatment of neuropathic pain. | Molecular pain 20110101 |
| Ultrabright and bioorthogonal labeling of cellular targets using semiconducting polymer dots and click chemistry. | Angewandte Chemie (International ed. in English) 20101203 |
| A concise and scalable route to L-azidohomoalanine. | Nature protocols 20101201 |
| Proteome-wide alterations in Escherichia coli translation rates upon anaerobiosis. | Molecular & cellular proteomics : MCP 20101101 |
| Azidohomoalanine: a conformationally sensitive IR probe of protein folding, protein structure, and electrostatics. | Angewandte Chemie (International ed. in English) 20101004 |
| Catching a glimpse of nucleosome dynamics. | Cell cycle (Georgetown, Tex.) 20100901 |
| In situ visualization and dynamics of newly synthesized proteins in rat hippocampal neurons. | Nature neuroscience 20100701 |
| Genome-wide kinetics of nucleosome turnover determined by metabolic labeling of histones. | Science (New York, N.Y.) 20100528 |
| Tar DNA binding protein-43 (TDP-43) associates with stress granules: analysis of cultured cells and pathological brain tissue. | PloS one 20100101 |
| Capturing the dynamic epigenome. | Genome biology 20100101 |
| Identification and quantitation of newly synthesized proteins in Escherichia coli by enrichment of azidohomoalanine-labeled peptides with diagonal chromatography. | Molecular & cellular proteomics : MCP 20090701 |
| Selective enrichment of azide-containing peptides from complex mixtures. | Journal of proteome research 20090701 |
| Using the ribosome to synthesize peptidomimetics. | F1000 biology reports 20090101 |
| Two-color labeling of temporally defined protein populations in mammalian cells. | Bioorganic & medicinal chemistry letters 20081115 |
| Ribosomal synthesis of bicyclic peptides via two orthogonal inter-side-chain reactions. | Journal of the American Chemical Society 20080611 |
| Site-specific modification of Candida antarctica lipase B via residue-specific incorporation of a non-canonical amino acid. | Bioconjugate chemistry 20080601 |
| Processing of N-terminal unnatural amino acids in recombinant human interferon-beta in Escherichia coli. | Chembiochem : a European journal of chemical biology 20080125 |
| Labeling, detection and identification of newly synthesized proteomes with bioorthogonal non-canonical amino-acid tagging. | Nature protocols 20070101 |
| Preparation of the functionalizable methionine surrogate azidohomoalanine via copper-catalyzed diazo transfer. | Nature protocols 20070101 |
| Synthesis of the functionalizable methionine surrogate azidohomoalanine using Boc-homoserine as precursor. | Nature protocols 20070101 |
| Site-selective glycosylation of proteins: creating synthetic glycoproteins. | Nature protocols 20070101 |
| Mild and chemoselective peptide-bond cleavage of peptides and proteins at azido homoalanine. | Angewandte Chemie (International ed. in English) 20051209 |
| Presentation and detection of azide functionality in bacterial cell surface proteins. | Journal of the American Chemical Society 20040901 |
| Cell surface labeling of Escherichia coli via copper(I)-catalyzed [3+2] cycloaddition. | Journal of the American Chemical Society 20030917 |
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