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Merck

47619

Sigma-Aldrich

芴甲氧羰基-O-叔丁基-L-丝氨酸

≥98.0% (HPLC), for peptide synthesis

别名:

Fmoc-O-叔丁基-L-丝氨酸

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10 G
$97.70
25 G
$129.00
100 G
$378.00

About This Item

经验公式(希尔记法):
C22H25NO5
CAS号:
分子量:
383.44
Beilstein:
3632013
EC 号:
MDL编号:
UNSPSC代码:
12352209
eCl@ss:
32160406
PubChem化学物质编号:
NACRES:
NA.26

$97.70


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产品名称

芴甲氧羰基-O-叔丁基-L-丝氨酸, ≥98.0% (HPLC)

方案

≥98.0% (HPLC)

表单

powder

旋光性

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

反应适用性

reaction type: Fmoc solid-phase peptide synthesis

应用

peptide synthesis

官能团

Fmoc

储存温度

2-8°C

SMILES字符串

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 key

REITVGIIZHFVGU-IBGZPJMESA-N

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应用

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]

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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)

相关内容

With a growing peptide drug market the fast, reliable and uncomplicated synthesis of peptides is of paramount importance.

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

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  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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