714151
Fmoc-β-叠氮-Ala-OH
≥98.0% (HPLC), for peptide synthesis
别名:
(S)-3-叠氮基-2-(Fmoc-氨基)丙酸, Fmoc-3-叠氮基-L-丙氨酸
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选择尺寸
关于此项目
经验公式（希尔记法）:
C18H16N4O4
化学文摘社编号:
分子量:
352.34
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
MDL number:
产品名称
Fmoc-β-叠氮-Ala-OH, ≥98.0% (HPLC)
SMILES string
OC(=O)[C@H](CN=[N+]=[N-])NC(=O)OCC1c2ccccc2-c3ccccc13
InChI
1S/C18H16N4O4/c19-22-20-9-16(17(23)24)21-18(25)26-10-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15/h1-8,15-16H,9-10H2,(H,21,25)(H,23,24)/t16-/m0/s1
InChI key
ZITYCUDVCWLHPG-INIZCTEOSA-N
assay
≥98.0% (HPLC)
form
lumps
optical activity
[α]/D -10.0±1.0°, c = 1 in DMF
reaction suitability
reaction type: Fmoc solid-phase peptide synthesis, reaction type: click chemistry
impurities
15.3-16.5% nitrogen, 60.1-62.5% carbon
application(s)
peptide synthesis
functional group
Fmoc
storage temp.
2-8°C
Quality Level
Application
Fmoc-β-azido-Ala-OH chloride is a general N-terminal protected reagent used in the solid phase peptide synthesis. Azido group allows it to undergo copper-mediated click chemistry reactions.
It can be used in:
It can be used in:
- Synthesis of α-N-acetylgalactosamine (α-GalNAc) linked antifreeze glycopeptides (AFGPs).
- Synthesis of stimuli-responsive multifunctional peptide gatekeepers for drug delivery applications.
- Synthesis of triazole-linked glycopeptides via Cu(I)-catalyzed 1,3-dipolar cycloaddition (CuAAC).
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
法规信息
新产品
此项目有
Triazole phosphohistidine analogues compatible with the Fmoc-strategy.
McAllister, Tom E and Webb, Michael E
Organic & Biomolecular Chemistry, 10(20), 4043-4049 (2012)
Cu-catalyzed formation of triazole-linked glycoamino acids and application in chemoenzymatic peptide synthesis.
Kuijpers, Brian HM et al.
Organic Process Research & Development, 12(3), 503-511 (2008)
Stimuli-responsive conformational conversion of peptide gatekeepers for controlled release of guests from mesoporous silica nanocontainers.
Lee, Jeonghun et al.
Journal of the American Chemical Society, 136(37), 12880-12883 (2014)
Synthesis of fish antifreeze neoglycopeptides using microwave-assisted ?click chemistry?.
Miller, Nicole et al.
Organic Letters, 11(11), 2409-2412 (2009)
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