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59815

Sigma-Aldrich

1-(4-Isothiocyanatobenzyl)ethylenediamine-N,N,N′,N′-tetraacetic acid

~90% (HPLC)

Synonym(s):

Isothiocyanatobenzyl-EDTA

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About This Item

Empirical Formula (Hill Notation):
C18H21N3O8S
CAS Number:
105394-74-9
Molecular Weight:
439.44
Beilstein:
8363400
MDL number:
MFCD00236411
UNSPSC Code:
12352106
PubChem Substance ID:
57651699
NACRES:
NA.25

Assay

~90% (HPLC)

shipped in

wet ice

storage temp.

−20°C

SMILES string

OC(=O)CN(CC(Cc1ccc(cc1)N=C=S)N(CC(O)=O)CC(O)=O)CC(O)=O

InChI

1S/C18H21N3O8S/c22-15(23)7-20(8-16(24)25)6-14(21(9-17(26)27)10-18(28)29)5-12-1-3-13(4-2-12)19-11-30/h1-4,14H,5-10H2,(H,22,23)(H,24,25)(H,26,27)(H,28,29)

InChI key

VHMWJVAFPCGUTJ-UHFFFAOYSA-N

Application

Isothiocyanatobenzyl-EDTA is a bifunctional chelator used in bioconjugation chemistry to label primary amine containing molecules and proteins preferentially at their N-terminals.

Other Notes

Amine-reactive probe, useful for antibody chelate labeling

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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S V Deshpande et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 31(2), 218-224 (1990-02-01)
The metabolism of radiolabeled antibodies is important for radioimmunoimaging and therapy. The loss of indium-111 (111In) from the chelate can pose problems in imaging and increases the radiation dose to normal tissues. We have evaluated the loss in vivo of
K Shah et al.
Bioconjugate chemistry, 7(3), 283-289 (1996-05-01)
The synthesis of a C-5 modified uridine phosphoramidite which contains a primary amino group protected with Fmoc is described. During cleavage and deprotection of chemically synthesized RNA, the Fmoc protecting group is removed to yield a free amino group at
Z Yao et al.
Nuclear medicine and biology, 22(2), 199-203 (1995-02-01)
Tn antigen is a glycosylated tumor associated antigen and a murine monoclonal antibody, MLS128, has been identified to react with it. The potential of MLS128 for the radioimmunoimaging of colorectal cancer was studied. MLS128 was labeled with radioiodine by the
T M Rana et al.
Bioconjugate chemistry, 1(5), 357-362 (1990-09-01)
Conjugates of monoclonal antibodies with drugs, toxins, radionuclides, and other agents are in widespread use in therapeutic trials and as clinical research tools. The characterization of these immunoconjugates generally does not include determining the individual sites at which such agents

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