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531480

Sigma-Aldrich

Fmoc-Ala-OH

95%

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Synonym(s):
N-(9-Fluorenylmethoxycarbonyl)-L-alanine, Fmoc-L-alanine
Empirical Formula (Hill Notation):
C18H17NO4
CAS Number:
Molecular Weight:
311.33
Beilstein/REAXYS Number:
2225975
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.26

Quality Level

assay

95%

optical activity

[α]20/D −18°, c = 1 in DMF

reaction suitability

reaction type: C-H Activation
reaction type: Fmoc solid-phase peptide synthesis
reagent type: ligand
reaction type: Peptide Synthesis

mp

147-153 °C (lit.)

application(s)

peptide synthesis

functional group

Fmoc
amine
carboxylic acid

storage temp.

2-8°C

SMILES string

C[C@H](NC(=O)OCC1c2ccccc2-c3ccccc13)C(O)=O

InChI

1S/C18H17NO4/c1-11(17(20)21)19-18(22)23-10-16-14-8-4-2-6-12(14)13-7-3-5-9-15(13)16/h2-9,11,16H,10H2,1H3,(H,19,22)(H,20,21)/t11-/m0/s1

InChI key

QWXZOFZKSQXPDC-NSHDSACASA-N

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This Item
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Fmoc-Ala-OH 95%

531480

Fmoc-Ala-OH

Fmoc-Phe-OH 98%

338338

Fmoc-Phe-OH

Fmoc-β-(3-pyridyl)-Ala-OH ≥98.0%

47436

Fmoc-β-(3-pyridyl)-Ala-OH

Fmoc-N-Me-Ala-OH ≥97.0% (sum of enantiomers, HPLC)

47594

Fmoc-N-Me-Ala-OH

functional group

Fmoc, carboxylic acid, amine

functional group

Fmoc, amine, carboxylic acid

functional group

Fmoc

functional group

Fmoc

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

mp

147-153 °C (lit.)

mp

180-187 °C (lit.)

mp

-

mp

-

Quality Level

100

Quality Level

-

Quality Level

-

Quality Level

-

optical activity

[α]20/D −18°, c = 1 in DMF

optical activity

[α]20/D −37°, c = 1 in DMF

optical activity

-

optical activity

[α]20/D −18.5±1°, c = 1% in DMF

General description

Fmoc-Ala-OH also known as Fmoc-L-alanine, is a versatile reagent used in Fmoc solid-phase peptide synthesis.

Application

Fmoc-Ala-OH is commonly used :
  • as a building block in the preparation of triazolopeptides , and azapeptides
  • in the synthesis of bis-cationic porphyrin peptides using the standard Fmoc solid-phase synthesis
  • to transform Mannich-adducts into α-halogenated amides without undergoing aziridination

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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