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Merck

385530

Sigma-Aldrich

N,N,N′,N′-Tetramethyl-O-(N-succinimidyl)-uroniumtetrafluoroborat

97%, for peptide synthesis

Synonym(e):

O-(N-Succinimidyl)-N,N,N′,N′-tetramethyluronium-tetrafluoroborat, TSTU

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1 G
CHF 70.90
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About This Item

Empirische Formel (Hill-System):
C9H16BF4N3O3
CAS-Nummer:
Molekulargewicht:
301.05
MDL-Nummer:
UNSPSC-Code:
12352107
PubChem Substanz-ID:
NACRES:
NA.22

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Produktbezeichnung

N,N,N′,N′-Tetramethyl-O-(N-succinimidyl)-uroniumtetrafluoroborat, 97%

Qualitätsniveau

Assay

97%

Eignung der Reaktion

reaction type: Coupling Reactions

mp (Schmelzpunkt)

198-201 °C (lit.)

Anwendung(en)

peptide synthesis

Funktionelle Gruppe

amine
imide

Lagertemp.

2-8°C

SMILES String

F[B-](F)(F)F.CN(C)C(\ON1C(=O)CCC1=O)=[N+](\C)C

InChI

1S/C9H16N3O3.BF4/c1-10(2)9(11(3)4)15-12-7(13)5-6-8(12)14;2-1(3,4)5/h5-6H2,1-4H3;/q+1;-1

InChIKey

YEBLHMRPZHNTEK-UHFFFAOYSA-N

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Allgemeine Beschreibung

N,N,N′,N′-Tetramethyl-O-(N-succinimidyl)uronium tetrafluoroborate is commonly used for the conversion of carboxylic acid into the corresponding N-hydroxysuccinimidyl (NHS) ester.[1][2]

Anwendung

N,N,N′,N′-Tetramethyl-O-(N-succinimidyl)uronium tetrafluoroborate may be used in the synthesis of N-succinimidyl 4-[18F]fluorobenzoate ([18F]SFB), a 18F-labeled agent used for labeling biomarkers.[3][4][5] it may also be used for the activation of carboxylic group of C16-chained alkanethiols that are used in developing surface plasmon resonance (SPR) sensors.[6][7][8]
Reactant for:
Linking sensor molecules with amino groups to amino functionalized AFM tips

Reactant for synthesis of:
A polymer supported oranotin reagent for prosthetic group labeling of biological macromolecules with radioiodine
L-Rhamnose antigen
Fluorinated rhodamines for optical microscopy and nanoscopy
c(RGDyK) targeted SN38 prodrug
Polyelectrolytes for thin film construction

Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Skin Sens. 1A

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

A facile automated synthesis of N?succinimidyl 4?[18F] fluorobenzoate ([18F] SFB) for 18F?labeled cell?penetrating peptide as PET tracer.
Tang G
Journal of Labelled Compounds & Radiopharmaceuticals, 53(8), 543-547 (2010)
Compact and low-cost biosensor based on novel approach to spectroscopy of surface plasmons.
Piliarik M
Biosensors And Bioelectronics, 24(12), 3430-3435 (2009)
N-Succinimidyl 4-[18 F]-fluoromethylbenzoate-labeled dimeric RGD peptide for imaging tumor integrin expression.
Li W
Amino Acids, 43(3), 1349-1357 (2012)
Facile synthesis of N?succinimidyl 4?[18F] fluorobenzoate ([18F] SFB) for protein labeling.
Tang G
Journal of Labelled Compounds & Radiopharmaceuticals, 51(1), 68-71 (2008)
DNA minicircles with gaps for versatile functionalization.
Rasched G
Angewandte Chemie (International Edition in English), 47(5), 967-970 (2008)

Questions

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  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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