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8.52019

Sigma-Aldrich

Fmoc-Ser(tBu)-OH

Novabiochem®

Synonym(s):

Fmoc-Ser(tBu)-OH, N-α-Fmoc-O-t.-butyl-L-serine

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About This Item

Empirical Formula (Hill Notation):
C22H25NO5
CAS Number:
Molecular Weight:
383.44
MDL number:
UNSPSC Code:
12352209
EC Index Number:
276-260-6
NACRES:
NA.22

Quality Level

product line

Novabiochem®

Assay

≥98% (TLC)
≥98.0% (acidimetric)
≥99.0% (HPLC)

form

powder

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

mp

123-130 °C

application(s)

peptide synthesis

functional group

hydroxyl

storage temp.

2-30°C

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)/p-1/t19-/m0/s1

InChI key

REITVGIIZHFVGU-IBGZPJMESA-M

General description

High purity Fmoc-protected amino acid for research and process production of peptides, with very low levels of dipeptide, free-amino acids and acetic acid impurities.
Standard building block for introduction of serine amino-acid residues by Fmoc SPPS

Associated Protocols and Technical Articles
Fmoc-amino acids for Peptide Production
Cleavage and Deprotection Protocols for Fmoc SPPS

Application

  • Stereoselective polymer-supported synthesis of morpholine-and thiomorpholine-3-carboxylic acid derivatives: This research explores the use of Fmoc-Ser(tBu)-OH in the synthesis of morpholine derivatives, demonstrating its utility in creating complex molecular structures (Králová et al., 2017).
  • Controlled morphological changes in self-assembled structures formed by Fmoc variants of Threonine and Serine: The study investigates how Fmoc-Ser(tBu)-OH influences the self-assembly of peptides into structured forms, contributing to materials science and nanotechnology (Kshtriya et al., 2021).

Linkage

Replaces: 04-12-1033

Analysis Note

Colour (visual): white to off white
Appearance of substance (visual): powder
Colour index (0,5 M in DMF): ≤ 150 Hazen
Identity (IR): passes test
Enantiomeric purity: ≥ 99.8 % (a/a)
Purity (HPLC): ≥ 99.0 % (a/a)
Fmoc-ß-Ala-OH (HPLC): ≤ 0.1 % (a/a)
Fmoc-ß-Ala-Ser (tBu) -OH (HPLC): ≤ 0.1 % (a/a)
Fmoc-Ser(tBu)-Ser(tBu)-OH (HPLC): ≤ 0.1 % (a/a)
Fmoc-Ser-OH (HPLC): ≤ 0.1 % (a/a)
Assay free amino acid (GC): ≤ 0.2 %
Purity (TLC(011A)): ≥ 98 %
Purity (TLC(0811)): ≥ 98 %
Solubility (25 mmole in 50 ml DMF): clearly soluble
Assay (acidimetric): ≥ 98.0 %
Water (K. F.): ≤ 2.0 %
Ethyl acetate (HS-GC): ≤ 0.5 %
Acetate (IC): ≤ 0.02 %

To see the solvent systems used for TLC of Novabiochem® products please click here.

Legal Information

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Yun Song et al.
Cell reports, 30(8), 2699-2711 (2020-02-27)
The transcriptional corepressor complex CoREST is one of seven histone deacetylase complexes that regulate the genome through controlling chromatin acetylation. The CoREST complex is unique in containing both histone demethylase and deacetylase enzymes, LSD1 and HDAC1, held together by the

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