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47619

Sigma-Aldrich

芴甲氧羰基-O-叔丁基-L-丝氨酸

≥98.0% (HPLC), for peptide synthesis

同義詞:

Fmoc-O-叔丁基-L-丝氨酸

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About This Item

經驗公式(希爾表示法):
C22H25NO5
CAS號碼:
分子量::
383.44
Beilstein:
3632013
EC號碼:
MDL號碼:
分類程式碼代碼:
12352209
eCl@ss:
32160406
PubChem物質ID:
NACRES:
NA.26
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產品名稱

芴甲氧羰基-O-叔丁基-L-丝氨酸, ≥98.0% (HPLC)

化驗

≥98.0% (HPLC)

形狀

powder

光學活性

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

反應適用性

reaction type: Fmoc solid-phase peptide synthesis

應用

peptide synthesis

官能基

Fmoc

儲存溫度

2-8°C

SMILES 字串

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

InChI 密鑰

REITVGIIZHFVGU-IBGZPJMESA-N

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應用

FMOC-O-叔丁基-L-丝氨酸是用于多肽合成的 N-末端保护试剂。[1]一些已报道的应用实例有:
  • 通过化学选择性丝氨酸连接的环化反应,对抗生素达托霉素进行全合成。[2]
  • 使用反复五氟苯酯介导的片段缩合制备MUC1,一种T细胞辅助多肽。[3]
  • 泛素和双泛素的线性固相多肽合成。[4]

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


從最近期的版本中選擇一個:

分析證明 (COA)

Lot/Batch Number

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存取文件庫

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)

Questions

1–3 of 3 Questions  
  1. 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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  2. 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?

  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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