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/418/501/product-dating-information-06-25-mk.pdf
8.52008
Fmoc-Cys(Trt)-OH
Novabiochem®
Synonym(e):
Fmoc-Cys(Trt)-OH, N-α-Fmoc-S-trityl-L-cysteine
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Quality Segment
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
164-175 °C
application(s)
peptide synthesis
functional group
thiol
storage temp.
2-8°C
SMILES string
S(C[C@H](NC(=O)OCC4c5c(cccc5)c6c4cccc6)C(=O)[O-])C(c3ccccc3)(c2ccccc2)c1ccccc1
InChI
1S/C37H31NO4S/c39-35(40)34(38-36(41)42-24-33-31-22-12-10-20-29(31)30-21-11-13-23-32(30)33)25-43-37(26-14-4-1-5-15-26,27-16-6-2-7-17-27)28-18-8-3-9-19-28/h1-23,33-34H,24-25H2,(H,38,41)(H,39,40)/p-1/t34-/m0/s1
InChI key
KLBPUVPNPAJWHZ-UMSFTDKQSA-M
General description
Zugehörige Protokolle und technische Artikel
Fmoc-Aminosäuren für die Peptidherstellung
Protokolle zur Spaltung und Entschützung bei der Fmoc-SPPS
Fmoc-SPPS von cysteinhaltigen Peptiden
Literaturverweise
[1] S. N. McCurdy (1989) Pept. Res., 2, 147.
[2] T. Kaiser, et al. (1996) Tetrahedron Lett., 37, 1187.
[3] Y. X. Han, et al. (1997) J. Org. Chem., 62, 4307.
[4] Y. N. Angell (2002) J. Peptide Res., 5, 292.
Application
- Harz-Synthese von Cyclopeptiden über Tandem-N-zu-S-Acyl-Migration und intramolekulare native chemische Ligation ohne Thiol-Additive: Erläutert die Verwendung von Fmoc-Cys(Trt)-OH bei der Synthese von Cyclopeptiden und hebt die Effizienz der Harz-Synthesemethode hervor. (Serra et al., 2020).
- Selektive bidirektionale Spaltung der Amidbindung von N‐Methylcysteinyl-Peptid: In der Studie wurde Fmoc-Cys(Trt)-OH zur Untersuchung der selektiven bidirektionalen Spaltung der Amidbindung in Peptiden verwendet, um Erkenntnisse zur kontrollierten Peptidmodifikation zu vermitteln. (Qiu et al., 2014).
Analysis Note
Aussehen der Substanz (visuell): Pulver
Farbindex (0,5 M in DMF): ≤ 150 Hazen
Identität (IR): entspricht
Enantiomerenreinheit: ≥ 99,5 % (a/a)
Reinheit (HPLC): ≥ 99,0 % (a/a)
Fmoc-ß-Ala-OH (HPLC): ≤ 0,1 % (a/a)
Fmoc-ß-Ala-Cys (Trt) -OH (HPLC): ≤ 0,1 % (a/a)
Fmoc-Cys(Trt)-Cys(Trt)-OH (HPLC): ≤ 0,1 % (a/a)
Fmoc-Cys-OH (HPLC): ≤ 0,1 % (a/a)
Gehalt freie Aminosäure (HPLC): ≤ 0,2 %
Reinheit (TLC(011A)): ≥ 98 %
Reinheit (TLC(0811)): ≥ 98 %
Löslichkeit (1 mmol in 2 mL DMF): klar löslich
Assay (acidimetrisch): ≥ 98,0 %
Wasser (K. F.): ≤ 2,0 %
Ethylacetat (HS-GC): ≤ 0,5 %
Acetat (IC): ≤ 0,02 %
Informationen über die Lösungsmittelsysteme für TLC von Novabiochem® Produkten finden Sie hier.
Other Notes
Legal Information
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Dieser Artikel | |||
|---|---|---|---|
| form powder | form - | form powder | form powder |
| assay ≥98% (TLC), ≥99.0% (HPLC), ≥98.0% (acidimetric) | assay ≥95.0% (sum of enantiomers, HPLC) | assay ≥95.0% (HPLC), ≥97% (TLC) | assay ≥90.0% (acidimetric), ≥98% (TLC), ≥99.0% (HPLC) |
| functional group thiol | functional group Fmoc | functional group thiol | functional group thiol |
| product line Novabiochem® | product line - | product line Novabiochem® | product line Novabiochem® |
| storage temp. −20°C (−15°C to −25°C) | storage temp. 2-8°C | storage temp. 15-25°C | storage temp. 15-25°C |
| mp 164-175 °C | mp 170-173 °C (lit.) | mp - | mp 168-173 °C |
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Lagerklasse
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
Analysenzertifikate (COA)
Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.
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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.
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How can I determine the shelf life / expiration / retest date of this product?
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How is shipping temperature determined? And how is it related to the product storage temperature?
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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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