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Sigma-Aldrich

Boc-Ala-OH

≥99.0% (TLC), for peptide synthesis

Sinonimo/i:

N-(tert-Butoxycarbonyl)-L-alanine, Boc-L-alanine

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5 G
CHF 29.00
25 G
CHF 94.30
100 G
CHF 150.00

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5 G
CHF 29.00
25 G
CHF 94.30
100 G
CHF 150.00

About This Item

Formula condensata:
CH3CH[NHCO2C(CH3)3]CO2H
Numero CAS:
Peso molecolare:
189.21
Beilstein:
1726365
Numero CE:
Numero MDL:
Codice UNSPSC:
12352209
eCl@ss:
32160406
ID PubChem:
NACRES:
NA.22

CHF 29.00


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Nome del prodotto

Boc-Ala-OH, ≥99.0% (TLC)

Saggio

≥99.0% (TLC)

Attività ottica

[α]20/D −25±1°, c = 2% in acetic acid

Impiego in reazioni chimiche

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

Punto di fusione

79-83 °C (lit.)

applicazioni

peptide synthesis

Gruppo funzionale

amine
carboxylic acid

Stringa SMILE

C[C@H](NC(=O)OC(C)(C)C)C(O)=O

InChI

1S/C8H15NO4/c1-5(6(10)11)9-7(12)13-8(2,3)4/h5H,1-4H3,(H,9,12)(H,10,11)/t5-/m0/s1
QVHJQCGUWFKTSE-YFKPBYRVSA-N

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Applicazioni

Boc-Ala-OH can be used:
  • In the preparation of N-propargylalanine, a key precursor to generate N-(3-aryl)propylated alanine residues.[1]
  • In the resolution of racemic mixture of 3,3′-bis(benzyloxy)-1,1′-binaphthalene-2,2′-diol.[2]
  • In the one-pot synthesis of hybrid tripeptidomimetics containing both amide and imide functionalities.[3]

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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Slide 1 of 3

1 of 3

Synthesis of N-(3-arylpropyl) amino acid derivatives by sonogashira types of reaction in aqueous media
Lopez-Deber MP, et al.
Organic Letters, 3(18), 2823-2826 (2001)
Convenient synthesis and efficient resolution of 3, 3′-bis (benzyloxy)-1, 1′-binaphthalene-2, 2′-diol
Tsubaki K, et al.
Tetrahedron Asymmetry, 14(10), 1393-1396 (2003)
A facile one pot route for the synthesis of imide tethered peptidomimetics
Panduranga V, et al.
Organic & Biomolecular Chemistry, 14(2), 556-563 (2016)
Leila Quercini et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 34(1), 192-207 (2020-01-10)
The peptide sequence KKIRVRLSA was synthesized in a dimeric structure (SET-M33DIM) and evaluated as a candidate drug for infections due to multidrug-resistant (MDR) Gram-negative pathogens. SET-M33DIM showed significant antibacterial activity against MDR strains of Klebsiella pneumoniae, Acinetobacter baumannii, and Escherichia
Huang-Han Chen et al.
Analytica chimica acta, 865, 53-59 (2015-03-04)
Polydimethylsiloxane (PDMS) is widely used for microfabrication and bioanalysis; however, its surface functionalization is limited due to the lack of active functional groups and incompatibility with many solvents. We presented a novel approach for in situ fabrication of cleavable peptide

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

      Helpful?

  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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