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Merck

47619

Sigma-Aldrich

Fmoc-Ser(tBu)-OH

≥98.0% (HPLC), for peptide synthesis

Sinónimos:

Fmoc-O-tert-butyl-L-serine

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10 G
61,00 €
25 G
89,20 €
100 G
315,00 €

61,00 €


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10 G
61,00 €
25 G
89,20 €
100 G
315,00 €

About This Item

Fórmula empírica (notación de Hill):
C22H25NO5
Número de CAS:
Peso molecular:
383.44
Beilstein:
3632013
Número CE:
Número MDL:
Código UNSPSC:
12352209
eCl@ss:
32160406
ID de la sustancia en PubChem:
NACRES:
NA.26

61,00 €


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Nombre del producto

Fmoc-Ser(tBu)-OH, ≥98.0% (HPLC)

Ensayo

≥98.0% (HPLC)

Formulario

powder

actividad óptica

[α]20/D +25.5±1°, c = 1% in ethyl acetate

idoneidad de la reacción

reaction type: Fmoc solid-phase peptide synthesis

aplicaciones

peptide synthesis

grupo funcional

Fmoc

temp. de almacenamiento

2-8°C

cadena SMILES

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

InChI

1S/C22H25NO5/c1-22(2,3)28-13-19(20(24)25)23-21(26)27-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,23,26)(H,24,25)/t19-/m0/s1

Clave InChI

REITVGIIZHFVGU-IBGZPJMESA-N

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Aplicación

Fmoc-Ser(tBu)-OH is an N-terminal protected reagent used in the peptide synthesis.[1] Some of the reported examples are:
  • Total synthesis of an antibiotic, daptomycin, by cyclization via a chemoselective serine ligation.[2]
  • Preparation of MUC1, a T-cell helper peptide, using iterative pentafluorophenyl ester-mediated fragment condensations.[3]
  • Linear solid-phase peptide synthesis of ubiquitin and diubiquitin.[4]

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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Certificados de análisis (COA)

Lot/Batch Number

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Visite la Librería de documentos

Self?Adjuvanting Multicomponent Cancer Vaccine Candidates Combining Per?Glycosylated MUC1 Glycopeptides and the Toll?like Receptor 2 Agonist Pam3CysSer.
Wilkinson B L, et al.
Angewandte Chemie (International Edition in English), 50(7), 1635-1639 (2011)
Chemical synthesis of ubiquitin, ubiquitin?based probes, and diubiquitin.
El Oualid F, et al.
Angewandte Chemie (International Edition in English), 49(52), 10149-10153 (2010)
Advances in proline ligation.
Townsend S D, et al.
Journal of the American Chemical Society, 134(8), 3912-3916 (2012)
Total synthesis of daptomycin by cyclization via a chemoselective serine ligation.
Lam H Y, et al.
Journal of the American Chemical Society, 135(16), 6272-6279 (2013)
R Ashton Lavoie et al.
Biotechnology and bioengineering, 117(2), 438-452 (2019-10-28)
The clearance of host cell proteins (HCPs) is of crucial importance in biomanufacturing, given their diversity in composition, structure, abundance, and occasional structural homology with the product. The current approach to HCP clearance in the manufacturing of monoclonal antibodies (mAbs)

Preguntas

1–3 de 3 Preguntas  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 respuesta
    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 respuesta
    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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  3. What is the chiral purity of Fmoc-Ser(tBu)-OH?

    1 respuesta
    1. Unfortunately, for this product the chiral purity (enantiomeric purity) is not determined. The certificate of analysis for each lot reports the specific rotation; this confirms that the vast majority of the material has the correct (+) chirality. But the ee (enantiomeric excess) is not calculated.

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