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47619

Sigma-Aldrich

Fmoc-Ser(tBu)-OH

≥98.0% (HPLC), for peptide synthesis

Synonyme(s) :

Fmoc-O-tert-butyl-L-serine

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About This Item

Formule empirique (notation de Hill) :
C22H25NO5
Numéro CAS:
71989-33-8
Poids moléculaire :
383.44
Beilstein:
3632013
Numéro CE :
276-260-6
Numéro MDL:
MFCD00037127
Code UNSPSC :
12352209
eCl@ss :
32160406
ID de substance PubChem :
57651041
Nomenclature NACRES :
NA.26
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Nom du produit

Fmoc-Ser(tBu)-OH, ≥98.0% (HPLC)

Essai

≥98.0% (HPLC)

Forme

powder

Activité optique

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

Capacité de réaction

reaction type: Fmoc solid-phase peptide synthesis

Application(s)

peptide synthesis

Groupe fonctionnel

Fmoc

Température de stockage

2-8°C

Chaîne 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

Clé InChI

REITVGIIZHFVGU-IBGZPJMESA-N

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Catégories apparentées

Application

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]

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Faites votre choix parmi les versions les plus récentes :

Certificats d'analyse (COA)

Lot/Batch Number
BCCM9436
BCCL2543
BCCK2369
BCCG7063
BCCC1541

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Fmoc-Phe-OH 98%

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Fmoc-Ser(Trt)-OH

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)
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)
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)
Advances in proline ligation.
Townsend S D, et al.
Journal of the American Chemical Society, 134(8), 3912-3916 (2012)
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)
Afficher tous les articles scientifiques apparentés

Questions

1–3 of 3 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

      Helpful?

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

    1 answer

    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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