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Merck

531480

Sigma-Aldrich

Fmoc-Ala-OH

95%, for peptide synthesis

Sinónimos:

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

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5 G
US$ 47,10
25 G
US$ 62,10
100 G
US$ 187,00

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5 G
US$ 47,10
25 G
US$ 62,10
100 G
US$ 187,00

About This Item

Fórmula empírica (notación de Hill):
C18H17NO4
Número de CAS:
Peso molecular:
311.33
Beilstein:
2225975
Número CE:
Número MDL:
Código UNSPSC:
12352209
ID de la sustancia en PubChem:
NACRES:
NA.26

US$ 47,10

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Nombre del producto

Fmoc-Ala-OH, 95%

Ensayo

95%

actividad óptica

[α]20/D −18°, c = 1 in DMF

idoneidad de la reacción

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

mp

147-153 °C (lit.)

aplicaciones

peptide synthesis

grupo funcional

Fmoc
amine
carboxylic acid

temp. de almacenamiento

2-8°C

cadena SMILES

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

Clave InChI

QWXZOFZKSQXPDC-NSHDSACASA-N

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Descripción general

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

Aplicación

Fmoc-Ala-OH is commonly used :
  • as a building block in the preparation of triazolopeptides , and azapeptides[1]
  • in the synthesis of bis-cationic porphyrin peptides using the standard Fmoc solid-phase synthesis[2]
  • to transform Mannich-adducts into α-halogenated amides without undergoing aziridination[3]

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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)
Fabian Schnitter et al.
Nature protocols, 16(8), 3901-3932 (2021-07-02)
Many supramolecular materials in biological systems are driven to a nonequilibrium state by the irreversible consumption of high-energy molecules such as ATP or GTP. As a result, they exhibit unique dynamic properties such as a tunable lifetime, adaptivity or the
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)
Substrate-derived triazolo-and azapeptides as inhibitors of cathepsins K and S
M Galibert
European Journal of Medicinal Chemistry, 144, 201-210 (2018)
Xue Zhi Zhao et al.
Molecules (Basel, Switzerland), 23(8) (2018-07-28)
HIV-1 integrase (IN) inhibitors represent a new class of highly effective anti-AIDS therapeutics. Current FDA-approved IN strand transfer inhibitors (INSTIs) share a common mechanism of action that involves chelation of catalytic divalent metal ions. However, the emergence of IN mutants

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/449/386/product-dating-information-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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