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Key Documents

Safety Information

714151

Sigma-Aldrich

Fmoc-β-azido-Ala-OH

≥98.0% (HPLC), for peptide synthesis

Synonym(s):

(S)-3-Azido-2-(Fmoc-amino)propionic acid, Fmoc-3-azido-L-alanine

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CN¥951.34

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1 L
CN¥951.34

About This Item

Empirical Formula (Hill Notation):
C18H16N4O4
CAS Number:
Molecular Weight:
352.34
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

CN¥951.34


Available to ship onApril 25, 2025Details


Request a Bulk Order

Product Name

Fmoc-β-azido-Ala-OH, ≥98.0% (HPLC)

Quality Level

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

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Show Differences

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This Item
SAB1412536SAB1412591SAB1412560
species reactivity

mouse

species reactivity

human

species reactivity

human

species reactivity

human

biological source

mouse

biological source

mouse

biological source

mouse

biological source

mouse

clone

6E8, monoclonal

clone

6A10, monoclonal

clone

1F5, monoclonal

clone

4G7, monoclonal

Gene Information

human ... EGR1(1958)

Gene Information

human ... EGR1(1958)

Gene Information

human ... EGR1(1958)

Gene Information

human ... EGR1(1958)

conjugate

unconjugated

conjugate

unconjugated

conjugate

unconjugated

conjugate

unconjugated

antibody form

purified immunoglobulin

antibody form

purified immunoglobulin

antibody form

purified immunoglobulin

antibody form

purified immunoglobulin

Application

Fmoc-β-azido-Ala-OH chloride is a general N-terminal protected reagent used in the solid phase peptide synthesis.[1] Azido group allows it to undergo copper-mediated click chemistry reactions.[2][3]
It can be used in:
  • Synthesis of α-N-acetylgalactosamine (α-GalNAc) linked antifreeze glycopeptides (AFGPs).[2]
  • Synthesis of stimuli-responsive multifunctional peptide gatekeepers for drug delivery applications.[4]
  • Synthesis of triazole-linked glycopeptides via Cu(I)-catalyzed 1,3-dipolar cycloaddition (CuAAC).[3]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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)
Synthesis of fish antifreeze neoglycopeptides using microwave-assisted ?click chemistry?.
Miller, Nicole et al.
Organic Letters, 11(11), 2409-2412 (2009)
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)

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