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531480

Fmoc-Ala-OH

95%, for peptide synthesis

Synonym(s):

N-(9-Fluorenylmethoxycarbonyl)-L-alanine, Fmoc-L-alanine

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5 g

Available to ship TODAYfromMILWAUKEE

$40.80
25 g

Available to ship TODAYfromMILWAUKEE

$53.80
100 g

Available to ship TODAYfromMILWAUKEE

$158.00

About This Item

Empirical Formula (Hill Notation):
C18H17NO4
CAS Number:
Molecular Weight:
311.33
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
252-660-6
MDL number:
Beilstein/REAXYS Number:
2225975

$40.80


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Product Name

Fmoc-Ala-OH, 95%

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

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

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1 of 1

This Item
474364759417313
functional group

Fmoc, carboxylic acid, amine

functional group

Fmoc

functional group

Fmoc

functional group

Fmoc

assay

95%

assay

≥98.0%

assay

≥97.0% (sum of enantiomers, HPLC)

assay

≥95.0% (HPLC)

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

optical activity

[α]20/D −18°, c = 1 in DMF

optical activity

-

optical activity

[α]20/D −18.5±1°, c = 1% in DMF

optical activity

-

mp

147-153 °C (lit.)

mp

-

mp

-

mp

-

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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? -Halo amides as competent latent enolates: direct catalytic asymmetric Mannich-type reaction
B Sun
Journal of the American Chemical Society, 139, 8295-8301 (2017)
Substrate-derived triazolo-and azapeptides as inhibitors of cathepsins K and S
M Galibert
European Journal of Medicinal Chemistry, 144, 201-210 (2018)
Towards sequence selective DNA binding: design, synthesis and DNA binding studies of novel bis-porphyrin peptidic nanostructures
E Biron
Organic & Biomolecular Chemistry, 6, 2507-2515 (2008)



Global Trade Item Number

SKUGTIN
531480-1KG04061832642710
531480-100G04061832558714
531480-25G04061832558721
531480-5G04061832558738

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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