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Sigma-Aldrich

Fmoc-Ser(tBu)-OH

Novabiochem®

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Synonym(s):
Fmoc-Ser(tBu)-OH, N-α-Fmoc-O-t.-butyl-L-serine
Empirical Formula (Hill Notation):
C22H25NO5
CAS Number:
71989-33-8
Molecular Weight:
383.44
MDL number:
MFCD00037127
UNSPSC Code:
12352209
EC Index Number:
276-260-6
NACRES:
NA.22

Quality Level

400

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

Related Categories

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

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.
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