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Key Documents

T5897

Sigma-Aldrich

Tuftsin acetate salt hydrate

≥97% (HPLC)

Synonym(s):

Thr-Lys-Pro-Arg

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About This Item

Empirical Formula (Hill Notation):
C21H40N8O6 · xC2H4O2 · yH2O
Molecular Weight:
500.59 (anhydrous free base basis)
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

Assay

≥97% (HPLC)

form

powder

color

white to off-white

storage temp.

−20°C

SMILES string

O.CC(O)=O.C[C@@H](O)[C@H](N)C(=O)N[C@@H](CCCCN)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(N)=N)C(O)=O

InChI

1S/C21H40N8O6.C2H4O2.H2O/c1-12(30)16(23)18(32)27-13(6-2-3-9-22)19(33)29-11-5-8-15(29)17(31)28-14(20(34)35)7-4-10-26-21(24)25;1-2(3)4;/h12-16,30H,2-11,22-23H2,1H3,(H,27,32)(H,28,31)(H,34,35)(H4,24,25,26);1H3,(H,3,4);1H2/t12-,13+,14+,15+,16+;;/m1../s1

InChI key

SMSBUFILHWPAMV-DZOCJTNESA-N

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Storage Class Code

13 - Non 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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Kata Horváti et al.
Journal of peptide science : an official publication of the European Peptide Society, 15(5), 385-391 (2009-03-26)
Tuberculosis (TB) is a bacterial infectious disease caused by Mycobacterium tuberculosis, a slow-growing, powerful human pathogen which can survive in the host macrophages. In the chemotherapy of such intracellular pathogens it is necessary to achieve relatively high level of the
Jianghua Feng et al.
Contrast media & molecular imaging, 5(4), 223-230 (2010-08-28)
Fluorescein- and terbium-labelled tuftsin (Thr-Lys-Pro-Arg) and pentapeptide (Thr-Lys-Pro-Pro-Arg) were synthesized and their properties were evaluated in vitro by luminescence spectrometry and confocal microscopy as fluorescence probes to target macrophage cells in biological systems. An increase in fluorescence of macrophages incubated
Michael F Tweedle
Accounts of chemical research, 42(7), 958-968 (2009-06-26)
Radiotherapeutic drugs and medical imaging agents, although used for different purposes, both benefit from precise targeting. When systemically administered, either would be most useful if designed to find and bind only a tumor, single type of cell, or unique molecular
Magdalena Kukowska-Kaszuba et al.
Journal of medicinal chemistry, 54(7), 2447-2454 (2011-03-24)
New tuftsin/retro-tuftsin conjugates were designed and synthesized using a classical fluorenylmethoxycarbonyl (Fmoc) solid phase procedure. All the peptide conjugates were divided into three series: 1,4-dihydroxyanthraquinone (type A), 1-nitroacridine (type B), and 4-carboxyacridone (type C) derivatives. In type A conjugates, the
The chemical synthesis of the phagocytosis-stimulating tetrapeptide tuftsin (Thr-Lys-Pro-Arg) and its biological properties.
K Nishioka et al.
Biochimica et biophysica acta, 310(1), 230-237 (1973-05-17)

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