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S7951

Sigma-Aldrich

Ovalbumin (257-264) chicken

≥97% (HPLC), lyophilized powder, antigenic peptide 

Synonym(s):

L-seryl-L-isoleucyl-L-isoleucyl-L-asparaginyl-L-phenylalanyl-L-a-glutamyl-L-lysyl- L-Leucine trifluoroacetate, OVA (257 - 264), SIINFEKL trifluoroacetate salt, Ser-Ile-Ile-Asn-Phe-Glu-Lys-Leu trifluoroaceate, pOV8

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About This Item

Empirical Formula (Hill Notation):
C45H74N10O13 · xC2HF3O2
CAS Number:
138831-86-4
Molecular Weight:
963.13 (free base basis)
MDL number:
MFCD18452854
UNSPSC Code:
12352200
PubChem Substance ID:
329824593
NACRES:
NA.77

product name

Ovalbumin (257-264) chicken, ≥97% (HPLC)

Quality Level

200

Assay

≥97% (HPLC)

form

lyophilized powder

color

white to off-white

solubility

H2O: >1 mg/mL

storage temp.

−20°C

SMILES string

OC(=O)C(F)(F)F.CC[C@H](C)[C@H](NC(=O)[C@@H](N)CO)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(O)=O

InChI

1S/C45H74N10O13.C2HF3O2/c1-7-25(5)36(55-44(66)37(26(6)8-2)54-38(60)28(47)23-56)43(65)52-32(22-34(48)57)42(64)51-31(21-27-14-10-9-11-15-27)41(63)50-30(17-18-35(58)59)40(62)49-29(16-12-13-19-46)39(61)53-33(45(67)68)20-24(3)4;3-2(4,5)1(6)7/h9-11,14-15,24-26,28-33,36-37,56H,7-8,12-13,16-23,46-47H2,1-6H3,(H2,48,57)(H,49,62)(H,50,63)(H,51,64)(H,52,65)(H,53,61)(H,54,60)(H,55,66)(H,58,59)(H,67,68);(H,6,7)/t25-,26-,28-,29-,30-,31-,32-,33-,36-,37-;/m0./s1

InChI key

BRUCWCULSHVYBQ-VPZPQSBKSA-N

Amino Acid Sequence

Ser-Ile-Ile-Asn-Phe-Glu-Lys-Leu

Application

Ovalbumin (257-264) chicken has been used to trigger T cell activation in immunology studies.
Ovalbumin (257-264) chicken has been used:
  • to sensitize mice to generate an asthmatic model
  • in the stimulation of splenocytes
  • for treating dendritic cells to be used as a positive control in cross-presentation studies

Biochem/physiol Actions

Ovalbumin (257-264) chicken is an antigenic peptide and triggers immune response. Administration of the ovalbumin peptide in pregnant mice helps in surpassing ear development anomalies.
SIINFEKL is a class I (Kb)-restricted peptide epitope of ovalbumin (OVA); the ovalbumin fragment is presented by the class I MHC molecule, H-2Kb.

Other Notes

Lyophilized from 0.1% TFA in H2O

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

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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Dead Tumor Cells Expressing Infectious Salmon Anemia Virus Fusogenic Protein Favor Antigen Cross-Priming In Vitro
Morales J, et al.
Frontiers in immunology, 8, 1170-1170 (2017)
Primary in vivo responses to ovalbumin. Probing the predictive value of the Kb binding motif.
Lipford GB, et al.
Journal of Immunology, 150(4), 1212-1222 (1993)
An evolutionarily conserved function of polycomb silences the MHC class I antigen presentation pathway and enables immune evasion in cancer
Burr ML, et al.
Cancer Cell, 36(4), 385-401 (2019)
Murine In vitro Memory T Cell Differentiation
Kim MV et al.
Bio-protocol, 4, 1-4 (2014)
Marie Jo Halaby et al.
Science immunology, 4(42) (2019-12-15)
General control nonderepressible 2 (GCN2) is an environmental sensor controlling transcription and translation in response to nutrient availability. Although GCN2 is a putative therapeutic target for immuno-oncology, its role in shaping the immune response to tumors is poorly understood. Here
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